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Chemical Structure| 39929-21-0
Chemical Structure| 39929-21-0
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Product Details of [ 39929-21-0 ]

CAS No. :39929-21-0 MDL No. :MFCD28411665
Formula : C4H8AuClS Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 320.59 Pubchem ID :-
Synonyms :

Safety of [ 39929-21-0 ]

Signal Word:Danger Class:8
Precautionary Statements:P501-P260-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405 UN#:1759
Hazard Statements:H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 39929-21-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 39929-21-0 ]

[ 39929-21-0 ] Synthesis Path-Downstream   1~85

  • 1
  • [ 39929-21-0 ]
  • [ 603-35-0 ]
  • [ 14243-64-2 ]
YieldReaction ConditionsOperation in experiment
82% In dichloromethane; for 18h; To [ClAu(THT)] (0.78 g, 2.44 mmol)in CH2Cl2 (15 mL) was added PPh3 (0.72 g, 2.75mmol) and the mixture stirred for 18 h. EtOH (10 mL) was added and the CH2Cl2slowly removed under reduced pressure to give [ClAuPPh3] which wasfiltered and washed with hexane (2 x 10 mL). Yield 0.98 g, 82 %. 1H NMR (400 MHz, CDCl3, δ ppm): 7.49-7.44 (m, 6H, Ph-H);7.44-7.37 (m, 9H, Ph-H). 13C{1H}NMR (100 MHz, CDCl3, δ ppm) 134.17 (d, JCP= 13.8, Ph-C); 132 (d, JCP= 2.8, Ph-C); 129.25 (d, JCP= 11.1, Ph-C); 128.42 (d, JCP= 62, Ph-C). 31P{1H}NMR (162 MHz, CDCl3, δ ppm): 33.19. Calculated for C18H15AuClP: C,43.68; H, 3.06; P, 6.26; Found: C, 43.67; H, 2.67; P, 6.00.
In dichloromethane; at 20℃; for 0.333333h; In 100 ml singleneckflask with methylene chloride as the solvent, followed by adding 1mmol white sediment after saiddrained, with stirring 1mmol R 1 substituted starting material triphenylphosphine and 20 ml CH 2 Cl 2, room temperature for20 minutes, spin dryness and recrystallized from ethanol, drained after a white solid
  • 2
  • thallium(I) hexafluorophosphate [ No CAS ]
  • [ 39929-21-0 ]
  • Ru4H2(2-)*12CO*2N(P(C6H5)3)2(1+)=(N(P(C6H5)3)2)2(Ru4H2(CO)12) [ No CAS ]
  • [ 19845-69-3 ]
  • Au2Ru4(μ3-H)(μ-H)(μ-Ph2P(CH2)6PPh2)(CO)12 [ No CAS ]
  • 3
  • thallium(I) hexafluorophosphate [ No CAS ]
  • [ 39929-21-0 ]
  • Ru4H2(2-)*12CO*2N(P(C6H5)3)2(1+)=(N(P(C6H5)3)2)2(Ru4H2(CO)12) [ No CAS ]
  • [ 27721-02-4 ]
  • Au2Ru4(μ3-H)(μ-H)(μ-Ph2P(CH2)5PPh2)(CO)12 [ No CAS ]
  • 5
  • [ 39929-21-0 ]
  • [ 19845-69-3 ]
  • [ 64659-16-1 ]
  • 7
  • [ 39929-21-0 ]
  • [ 5112-95-8 ]
  • [ 22705-35-7 ]
  • 8
  • [ 288-16-4 ]
  • [ 39929-21-0 ]
  • [ 1493-13-6 ]
  • [Au(CCH=CHN(H)S)2]CF3SO3 [ No CAS ]
  • 9
  • [ 288-16-4 ]
  • [ 39929-21-0 ]
  • [ 333-27-7 ]
  • [Au(CCH=CHN(Me)S)2]CF3SO3 [ No CAS ]
  • 10
  • [ 288-16-4 ]
  • [ 39929-21-0 ]
  • [ 167637-07-2 ]
  • 11
  • [ 109-99-9 ]
  • [ 39929-21-0 ]
  • [ 3347-62-4 ]
  • [Au(μ-3-Me-5-Ph-pz)]3*THF [ No CAS ]
  • 12
  • [ 39929-21-0 ]
  • [ 24171-89-9 ]
  • [ 570401-43-3 ]
  • 13
  • [ 39929-21-0 ]
  • [ 79887-11-9 ]
  • [ 944121-46-4 ]
YieldReaction ConditionsOperation in experiment
86% With sodium acetate In water; acetone stirring (45 min); filtn., washing (H2O, acetone), drying (vac.); elem. anal.;
  • 14
  • [ 39929-21-0 ]
  • [ 43077-29-8 ]
  • AuCl((+)-neomenthyldiphenylphosphine) [ No CAS ]
  • 15
  • [ 39929-21-0 ]
  • [ 5518-52-5 ]
  • [ 512179-71-4 ]
YieldReaction ConditionsOperation in experiment
95% In tetrahydrofuran; at 20℃; for 3h;Schlenk technique; To 0.1 g (0.312 mmol) of thtAuCl was added 10 mL of THF in a25 mL round bottom flask. A 0.071 g (0.306 mmol) of TFP was then added and the solution stirred for 3 h. The solvent was partially removed by blowing the flask with nitrogen gas. The remaining mixture was then placed in a refrigerator overnight, where colorless product was obtained. Recrystallization was conducted by dissolving the product in a 2:1 THF:Et2O mixture. Partial evaporation of the solvent and overnight refrigeration provided X-ray quality crystals. Yield of 1 is 95%. 1H NMR in chloroform [d (ppm)]:6.73(m), 7.51(s), and 7.98(m). 31P NMR [d (ppm)]: 29.03. Anal.Calc. for AuPClO3H9C12: C, 31.02; H, 1.96. Found: C, 31.34; H, 1.38%.
  • 16
  • [ 39929-21-0 ]
  • [ 871-58-9 ]
  • [ 727388-61-6 ]
  • 17
  • [ 39929-21-0 ]
  • [ 147253-67-6 ]
  • [(gold(I)Cl)2(1,2-bis((2R,5R)-dimethylphospholanebenzene)] [ No CAS ]
  • 18
  • [ 39929-21-0 ]
  • [ 4129-44-6 ]
  • [ 528522-58-9 ]
  • 19
  • ammonium hexafluorophosphate [ No CAS ]
  • [ 39929-21-0 ]
  • [ 84783-64-2 ]
  • bis(2,2'-bis(diphenylphosphino)-1,1'-biphenyl)gold(I) hexafluorophosphate [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In acetone Au complex and ligand (molar ratio 1:2) dissolved in hot acetone; stirred at room temp. overnight; taken to near dryness on rotary evaporator; dissolved in H2O; NH4PF6 in H2O added; stirred for 2 h; filtered; ppt. washed with acetone-H2O; dried in vac.; elem. anal.;
  • 23
  • [ 26042-63-7 ]
  • [ 39929-21-0 ]
  • [ 4129-44-6 ]
  • [Au(μ-4,4'-Ph2PC6H4C6H4PPh2)]2(PF6)2 [ No CAS ]
  • 24
  • [ 39929-21-0 ]
  • [ 1246183-55-0 ]
  • 1,3-bis(2,6-di-i-propylphenyl)ylidene gold chloride [ No CAS ]
  • 25
  • [ 39929-21-0 ]
  • [ 10150-27-3 ]
  • [ 937172-17-3 ]
  • 26
  • [ 26042-63-7 ]
  • [ 39929-21-0 ]
  • [ 1315565-84-4 ]
  • [ 4129-44-6 ]
  • [(Au2(phenylthiolato))2(4,4'-Ph2PC6H4C6H4PPh2)2](PF6)2 [ No CAS ]
  • 27
  • [ 26042-63-7 ]
  • [ 39929-21-0 ]
  • [ 1315565-83-3 ]
  • [ 1179-06-2 ]
  • [(Au2(phenylthiolato))4(1,4-(Ph2P)2C6H4)4](PF6)4 [ No CAS ]
  • 28
  • [ 39929-21-0 ]
  • [ 75-09-2 ]
  • [ 1179-06-2 ]
  • [ 92710-94-6 ]
  • [(1,4-bis(diphenylphosphino)benzene)(Au(4-ethynylbenzo-15-crown-5(-1H))2] [ No CAS ]
  • 29
  • [ 39929-21-0 ]
  • [ 75-09-2 ]
  • [ 1227072-10-7 ]
  • [ 1179-06-2 ]
  • [(1,4-bis(diphenylphosphino)benzene)(Au(1-ethynyl-4-(2-(2-methoxyethoxy)ethoxy)benzene(-1H))2]*CH2Cl2 [ No CAS ]
  • 30
  • [ 39929-21-0 ]
  • [ 75-09-2 ]
  • [ 1139942-24-7 ]
  • [ 1179-06-2 ]
  • [(1,4-bis(diphenylphosphino)benzene)(Au(CCC6H4NHC(O)NHC6H5)2]*0.5CH2Cl2 [ No CAS ]
  • 31
  • [ 39929-21-0 ]
  • [ 10124-78-4 ]
  • [ 1242514-70-0 ]
YieldReaction ConditionsOperation in experiment
99% In dichloromethane Au complex reacted with ligand in CH2Cl2 at room temp.; according to A. S. K. Hashmi et al., Adv. Synth. Catal., 2010, 352, 3001; solvent evapd.;
91% In dichloromethane at 20℃; for 2h;
91% In dichloromethane at 20℃; for 2h;
  • 32
  • [ 39929-21-0 ]
  • [ 684283-51-0 ]
  • (1,3-diisopropylbenzimidazolin-2-ylidene)chloridogold(I) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1,3-diisopropyl-1H-benzo[d]imidazol-3-ium bromide With silver(l) oxide for 4h; Stage #2: (tetrahydrothiophene)gold(I) chloride In dichloromethane for 2h;
  • 33
  • [ 39929-21-0 ]
  • [ 1179-06-2 ]
  • [ 110416-88-1 ]
  • 34
  • [ 39929-21-0 ]
  • [ 1160861-53-9 ]
  • [ 1427302-57-5 ]
  • 35
  • [ 39929-21-0 ]
  • [ 173035-10-4 ]
  • [ 1441061-97-7 ]
  • 36
  • [ 39929-21-0 ]
  • [ 5518-52-5 ]
  • chloro tris(tri-2-furylphosphine)gold(I) [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In tetrahydrofuran; at 20℃; for 3h;Schlenk technique; A 0.1 g (0.312 mmol) of tht AuCl was added into a 25 mL round bottom flask discharged with 10 mL THF, and a 0.21 g (0.936 mmol)TFP ligand was then added into the flask; the solution was then stirred for 3 h. The mixture was then purged using nitrogen gasuntil a small amount of the solvent remained. The remaining product was placed in a refrigerator overnight, and was recrystallized by dissolving in a 2:1THF:Et2O mixture. Partial evaporation and overnight refrigeration provided colorless crystals. Yield of 2 is 80%. 1HNMR in chloroform [d (ppm)]: 6.54(m), 7.02(s), 7.79(m). 31PNMR [d(ppm)]: 11.61. Anal. Calc. for AuP3ClO9H27C36: C, 46.55; H, 2.93.Found: C, 50.25; H, 3.57%.
  • 37
  • [ 39929-21-0 ]
  • [ 5518-52-5 ]
  • [ 75-05-8 ]
  • tetrakis(tri-2-furylphosphine)gold(I) chloride acetonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% A 0.1 g (0.312 mmol) of thtAuCl was added to a 50 mL round bottom flask containing 10 mL of 1:1 THF/CH3CN mixture. A0.072 g (0.310 mmol) of TFP was then added to the solution. After stirring for 1 h a 0.053 g (0.312 mmol) of AgNO3 was added and the solution stirred for additional 10 min. The mixture was filtered to collect the white solid formed. To the filtrate 0.217 g (0.936 mmol)of TFP was added and stirred for 1 h and then filtered. The mixture was then purged using nitrogen gas until most of the solvent was removed. The remaining product was placed in a refrigerator overnight.The product was recrystallized by dissolving in a solvent mixture of 2:2:1 mL of THF:CH3CN:Et2O, respectively. Partial evaporation and overnight refrigeration provided colorless crystals.Yield of 3 is 80%. 1H NMR (CHCN3)[d (ppm)]: 6.61(m), 7.31(s),7.84(m). 31P NMR in acetonitrile [d (ppm)]: 13.94. Anal. Calc. forAuP4ClO12H36C48: C, 49.91. Found: C, 50.19%.
  • 38
  • [ 39929-21-0 ]
  • [ 19933-24-5 ]
  • {Au[3-(2-thienyl)pyrazole]3 [ No CAS ]
  • 39
  • [ 38542-94-8 ]
  • [ 39929-21-0 ]
  • [ 75-09-2 ]
  • rac-bis[(diphenylphosphinomethyl)phenylphosphino]methane [ No CAS ]
  • syn-[Au4(rac-bis[(diphenylphosphinomethyl)phenylphosphino]methane)2][TfO]4*0.5CH2Cl2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
17% at 20℃; for 12h; Inert atmosphere; Schlenk technique;
  • 40
  • [ 110-01-0 ]
  • chloroauric acid [ No CAS ]
  • [ 39929-21-0 ]
YieldReaction ConditionsOperation in experiment
96% In ethanol; water at 20℃; for 2h; Synthesis of (tht)AuCl Tetrachloroauric(III) acid (1.0 g, 2.5 mmol) in 1.3 mL of water was added to 7.8 mL of ethanol andstirred at room temperature. To the resultant solution, 0.44 mL (4.9 mmol) of tetrahydrothiophene was addedslowly, stirred at room temperature for 2 h, and then white precipitate was appeared. The precipitate wascollected by filtration, washed with small amount of ethanol and air-dried to give 0.77 g (2.4 mmol) of whitesolid ((tht)AuCl) in 96% yield.
95% In ethanol; water at 20℃; for 0.25h;
88% In ethanol; water at 20℃;
88% In ethanol for 0.166667h;
82% In ethanol; water at 20℃; for 3h;
In ethanol; water at 20℃;
In ethanol; water

  • 43
  • [ 39929-21-0 ]
  • [ 7181-87-5 ]
  • (N,N'-dimethylbenzimidazolin-2-ylidene)gold(I) chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% 1,3-Dimethylbenzimidazolium iodide (0.24 g, 0.88 mmol)and silver(I) oxide (0.10 g, 0.44 mmol) were added to CH2Cl2(20 mL) and ethanol (20 mL), and the mixture was stirred atroom temperature for 5 h under argon atmosphere in absenceof light. Subsequently, (tht)AuCl (0.28 g, 0.88 mmol) wasadded and the reaction mixture was stirred at room temperaturefor further 9 h. The mixture was filtered throughCelite, and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography(eluent: acetone). The product was further purifiedby recrystallization from a mixture of CH2Cl2 andhexane to afford Au NHC complex 1 as colorless platecrystals (84%, 0.28 g, 0.74 mmol). M.p.: 293 C. 1H NMR(CDCl3, delta): 7.47 (s, 4H; 4,5,6,7-H in benzimidazole), 4.05 (s,6H; CH3). 13C NMR (CDCl3, delta): 179.0 (2-C in benzimidazole),133.8 (5,6-C in benzimidazole), 124.7 (ring-fusion C),111.3 (4,7-C in benzimidazole), 35.2 (N-CH3). IR (KBr, nu):2943, 2862, 1457, 1387, 746 cm-1. HRMS (FAB) m/z [M+H]+ calcd. for C9H11AuClN2: 379.0276; found, 379.0280.Anal. calcd. for C9H10AuClN2: C, 28.55; H, 2.66; Au, 52.02;N, 7.40; found: C, 28.35; H, 2.54; N, 7.42; ash, 47.0.
  • 48
  • [ 39929-21-0 ]
  • [ 224311-49-3 ]
  • [ 1146944-25-3 ]
  • 50
  • [ 39929-21-0 ]
  • [ 240417-00-9 ]
  • [ 1256280-82-6 ]
  • 52
  • bis(1,1′-n-butylimidazolium)-3,3′-methylene diiodide [ No CAS ]
  • [ 39929-21-0 ]
  • [(AuCl)2{μ-(N-butylimidazol-N-yl-2-ylidene)2(CH2)}] [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% Stage #1: bis(1,1′-n-butylimidazolium)-3,3′-methylene diiodide With silver(l) oxide In dichloromethane at 20℃; Stage #2: (tetrahydrothiophene)gold(I) chloride In dichloromethane at 20℃; for 3h; 6.1 In general, the synthesis of 1 involves two steps where heating and protection of the reactants from oxygen are NOT required. Products can be obtained within 24 h, with high total yield (>90%). Pure product can be obtained by simple recrystallization.
95% Stage #1: bis(1,1′-n-butylimidazolium)-3,3′-methylene diiodide With silver(l) oxide In dichloromethane at 20℃; Stage #2: (tetrahydrothiophene)gold(I) chloride In dichloromethane at 20℃; for 3h;
  • 53
  • [ 39929-21-0 ]
  • [ 4848-43-5 ]
  • (2-aminoethyldiphenylphosphine-κP)chloridogold(I) [ No CAS ]
  • 54
  • [ 39929-21-0 ]
  • [ 173035-10-4 ]
  • [1,3-bis(2,6-di-isopropylphenyl)imidazole-2-ylidenegold(I) chloride] [ No CAS ]
  • 55
  • [ 13755-29-8 ]
  • [ 39929-21-0 ]
  • 2,6-bis(3-tert-butylimidazolium-1-yl)pyridine dichloride [ No CAS ]
  • [Au2(2,6-bis(3-tert-butylimidazol-2-ylidene)pyridine)2](BF4)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% Stage #1: 2,6-bis(3-tert-butylimidazolium-1-yl)pyridine dichloride With silver(l) oxide In methanol; dichloromethane at 20℃; for 6h; Stage #2: (tetrahydrothiophene)gold(I) chloride In dichloromethane for 2h; Stage #3: sodium tetrafluoroborate In methanol; water 4.5 Preparation of [Au2(CNC)2](BF4)2 (3) A mixture of 2,6-bis(3-tert-butylimidazolium-1-yl)pyridine dichloride (80.2mg, 0.202mmol) and Ag2O (47.9mg, 0.207mmol) in MeOH/CH2Cl2 (v/v, 1/9) (10mL) was stirred at room temperature for 6h. After filtration and evaporation to dryness, the residue was dissolved in CH2Cl2 (10mL), followed by addition of [AuCl(SC4H8)] (64.2mg, 0.200mmol). After stirring for 2h, the mixture was filtrated and evaporated to dryness. To a MeOH (2mL) solution of the crude product was added NaBF4 (110mg, 1.00mmol) in H2O (10mL). After concentration of the mixture, the resulting precipitate was filtrated, washed with a small amount of H2O, and dried to afford [Au2(CNC)2](BF4)2 (3) as white powder (96.0mg, 78%). IR (KBr, pellet): ν(BF) 1084 (s)cm-1. 1H NMR (CD3CN): δ 8.27 (t, J=8.1Hz, 2H, 4-py), 7.78 (d, J=2.3Hz, 4H, imid), 7.76 (d, J=8.1Hz, 4H, 3,5-py), 7.47 (d, J=2.3Hz, 4H, imid), 1.41 (s, 36H, tBu). 13C{1H} NMR (CD3CN): δ 181.8 (CNHC), 149.6 (2,6-py), 144.3 (4-py), 122.4 (imid), 119.1 (imid), 115.8 (3,5-py), 60.3 (CMe3), 30.8 (CMe3). ESI-MS (m/z): 1127.3 [M-BF4]+, 520.3 [M-(BF4)2]2+. Elemental analysis (%) calcd for C38H50N10Au2B2F8: C, 37.58; H, 4.15; N, 11.53; found: C, 37.04; H, 3.71; N, 11.36.
  • 56
  • [ 39929-21-0 ]
  • [ 18437-78-0 ]
  • [ 53230-28-7 ]
YieldReaction ConditionsOperation in experiment
97% In dichloromethane at -80℃; for 2h; 5.1 2.5.1 Chloro(tri (4-fluorophenyl)phosphine)gold(I), [AuCl(TFFPP)] (1) TFFPP (0.0200 g, 0.063 mmol) was added to a solution of [AuCl(C4H8S)] (0.0146 g, 0.063 mmol) in dichloromethane (20 mL) at -80 °C and the reaction, as illustrated in Scheme 1 , was stirred for 2 h. The solvent was removed completely by purging nitrogen gas into the solution. The residue was then recrystallized from CH2Cl2/n-hexane mixture within four days. Partial evaporation of the solvent provided quality crystals. Yield is 97%. 1H NMR [δ (ppm)]: 7.1(m) and 7.4(m). 31P NMR [δ (ppm)]: 59.01.
54% In dichloromethane at 20℃; for 0.75h;
  • 57
  • [ 39929-21-0 ]
  • [ 110277-40-2 ]
  • dimethylethylphosphine gold(l) chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% Stage #1: dimethyl-ethylphosphine borane With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 100℃; for 4h; Sealed tube; Stage #2: (tetrahydrothiophene)gold(I) chloride In tetrahydrofuran; dichloromethane at 20℃; Cooling with ice; c (c) Dimethylethylphosphine gold(l) chloride 1-27 Dimethylethylphosphine borane 1-26 (225 mg, 2.0 mmol) was dissolved in THF (5 mL) and the colourless solution degassed with nitrogen for 5 min. DABCO (640 mg, 6.0 mmol) was added and the reaction sealed with a Teflon screw cap. The reaction was heated to 100°C and stirred at this temperature for 4 h before cooling in an ice bath and adding a solution of chloro(tetrahydrothiophene)gold(l) (640 mg, 2.0 mmol) in 5 mL dry DCM. After stirring at rt O/N the reaction was diluted with DCM (10 mL) and water (10 mL) and the phases separated. The aqueous phase was extracted with DCM (2 x 20 mL) and the combined organic extracts washed with brine (20 mL) before passing through a phase separator cartridge (Biotage). Concentration in vacuo gave the crude product as a brown oil which was purified by column chromatography (Biotage SP1 , 25 g KP-Sil eluting with 25% EtOAc / isohexane to 60% EtOAc / isohexane) to provide the title compound as a white solid (265 mg, 0.82 mmol, 41 %). 1 H-NMR (400 MHz, CDCh): δ ppm 1 .85 (2H , dq, J = 10.9, 7.6 Hz), 1 .57 (6H, d, J = 1 1 .1 Hz), 1 .26 (3H, dt, J = 20.5, 7.6 Hz). 31 P-NMR (162 MHz, CDCh): δ ppm 4.07 (s).
41% Stage #1: dimethyl-ethylphosphine borane With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 100℃; for 4h; Inert atmosphere; Sealed tube; Stage #2: (tetrahydrothiophene)gold(I) chloride In tetrahydrofuran; dichloromethane at 20℃; Inert atmosphere; Cooling with ice; c (c) Dimethylethylphosphine gold(l) chloride 1-3 Dimethylethylphosphine borane 1-2 (225 mg, 2.0 mmol) was dissolved in THF (5 mL) and the colourless solution degassed with nitrogen for 5 min. DABCO (640 mg, 6.0 mmol) was added and the reaction sealed with a Teflon screw cap. The reaction was heated to 100°C and stirred at this temperature for 4 h before cooling in an ice bath and adding a solution of chloro(tetrahydrothiophene)gold(l) (640 mg, 2.0 mmol) in DCM (5 mL). After stirring at rt O/N the reaction was diluted with DCM (10 mL) and water (10 mL) and the phases separated. The aqueous phase was extracted with DCM (2 x 20 mL) and the combined organic extracts washed with brine (20 mL) before passing through a phase separator cartridge (Biotage). Concentration in vacuo gave the crude product as a brown oil which was purified by column chromatography (Biotage SP1 , 25 g KP-Sil eluting with 25% EtOAc / isohexane to 60% EtOAc / isohexane to provide the title compound as a white solid (265 mg, 0.82 mmol, 41 %).
41% Stage #1: dimethyl-ethylphosphine borane With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 100℃; for 4h; Inert atmosphere; Sealed tube; Stage #2: (tetrahydrothiophene)gold(I) chloride In tetrahydrofuran; dichloromethane at 0 - 20℃; c (c) Dimethylethylphosphine gold (I) chloride 1-35 Dimethylethylphosphine borane 1-34 (225 mg, 2.0 mmol) was dissolved in THF (5 mL)and the colourless solution degassed with nitrogen for 5 mi DABC0 (640 mg, 6.0mmol) was added and the reaction sealed with a Teflon screw cap. The reaction washeated to 100°C and stirred at this temperature for 4 h before cooling in an ice bath andadding a solution of chloro(tetrahydrothiophene)gold(l) (640 mg, 2.0 mmol) in DCM (5 mL). After stirring at rt 0/N the reaction was diluted with DCM (10 mL) and water (10 mL) and the phases separated. The aqueous phase was extracted with DCM (2 x 20 mL) and the combined organic extracts washed with brine (20 mL) before passing through a phaseseparator cartridge (Biotage). Concentration in vacuo gave the crude product as a brown oil which was purified by column chromatography (Biotage SP1, 25 g KP-Sil, eluting with 25% EtOAc / isohexane to 60% EtOAc / isohexane) to provide the title compound as a white solid (265 mg, 0.82 mmol, 41%).
41% Stage #1: dimethyl-ethylphosphine borane With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 100℃; for 4h; Inert atmosphere; Sealed tube; Stage #2: (tetrahydrothiophene)gold(I) chloride In tetrahydrofuran; dichloromethane at 20℃; for 18h; Cooling with ice; (b) Ethyldimethylphosphine gold(l) chloride I-24 Ethyldimethylphosphine borane I-23 (225 mg, 2.0 mmol) was dissolved in THF (5 mL) and the colourless solution degassed with nitrogen for 5 min. DABCO (640 mg, 6.0 mmol) was added and the reaction sealed with a Teflon screw cap. The reaction was heated to 100°C and stirred at this temperature for 4 h before cooling in an ice bath and adding a solution of chloro(tetrahydrothiophene)gold(l) (640 mg, 2.0 mmol) in DCM (5 mL). After stirring at rt for 18 h the reaction was diluted with DCM (10 mL) and water (10 mL) and the phases separated. The aqueous phase was extracted with DCM (2 x 20 mL) and the combined organic extracts washed with brine (sat., 20 mL) before passing through a phase separator cartridge (Biotage). Concentration in vacuo gave the crude product as a brown oil which was purified by column chromatography (Biotage Isolera Four, 25 g KP- Sil eluting with 25% to 60% EtOAc / isohexane) to provide the title compound as a white solid (265 mg, 0.82 mmol, 41 %). 1 H NMR (400 MHz, CDCI3): δ ppm 1.85 (2H, dq, J = 10.9, 7.6 Hz), 1.57 (6H, d, J = 1 1.1Hz), 1.26 (3H, dt, J = 20.5, 7.6 Hz). 31P-NMR (162 MHz, CDCIs): δ ppm 4.07 (s).
10% Stage #1: dimethyl-ethylphosphine borane With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 100℃; for 4h; Inert atmosphere; Stage #2: (tetrahydrothiophene)gold(I) chloride at 20℃; for 18h; Inert atmosphere; (d) Gold (I) chloride 16 Dimethyl-ethylphosphine borane 14 (55 mg, 0.53 mmol) was dissolved in THF (5 mL) and the colourless solution degassed with nitrogen for 5 minutes. DABCO (178 mg, 1.6 mmol) was added and the reaction sealed with a Teflon screw cap. The reaction was heated to 100 00 and stirred at this temperature for 4 h before cooling in an ice bath and addingchloro(tetrahydrothiophene)gold(l) (170 mg, 0.53 mmol) in one portion. After stirring at rt for 18 h the reaction was diluted with EtOAc (10 mL) and H20 (10 mL) and the phases separated. The aqueous phase was extracted with EtOAc (2 x 20 mL) and the combined organic extracts washed with brine (20 mL) before passing theough a phase separator cartridge. Concentration in vacuo gave the crude product as a brown oil which waspurified by column chromatography (Biotage Isolera 4) eluting with neat iso-hexane to50% EtOAc I iso-hexane to provide the title compound as a colourless oil (16.5 mg, 0.05 mmol, 10%).

  • 58
  • [ 39929-21-0 ]
  • [ 64741-27-1 ]
  • C29H23Au2Cl2NP2 [ No CAS ]
  • 59
  • [ 39929-21-0 ]
  • 1-(2-(diphenylphosphanyl)thiophen-3-yl)-1H-imidazole [ No CAS ]
  • C19H15AuClN2PS [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% In dichloromethane at 20℃; for 0.5h; Inert atmosphere; The Au(I)-complexes of Au-L1 and Au-L2 General procedure: Under nitrogen atmosphere, ligand L1 (0.13 g, 0.4 mmol) dis-solved in dry dichloromethane (2 mL) was added to a solution ofAuICl(tht) [tetrahydrothiophene-gold(I) chloride, 0.13 g, 0.4 mmol]in dry dichloromethane (5 mL). The mixture was stirred for 30 minat room temperature. Then n-hexane was added to precipitatethe white solid, which was dried under vacuum as the productof Au-L1 in the yield of 83% (0.26 g). The sample suitable forX-ray diffraction analysis was obtained by recrystallization fromdichloromethane/diethyl ether.1H NMR (, ppm, acetone-d6): 8.19(d, 1H, J = 4.0 Hz, CHthio), 7.63-7.77 (m, 10H, P(C6H5)2), 7.51 (d, 1H,J = 4.0 Hz, CHthio), 7.46 (s, 1H, NCHN), 7.13 (br, 1H, CHimi), 6.99 (br,1H, CHimi).31P NMR (, ppm, acetone-d6): 15.5 (s, PPh2). CHN-elemental analysis (%, found): C 40.31, H 2.59, N 4.68 (Calcd., C40.26, H 2.67, N 4.94).The Au(I)-complexes of Au-L2 was prepared with the yield of78% by following the similar procedures as described above for Au-L1. The sample suitable for X-ray diffraction analysis was obtainedby recrystallization from dichloromethane/diethyl ether.1H NMR(, ppm, acetone-d6): 9.46 (s, 1H, NCHN), 8.39 (br, 1H, CHimi), 7.90(br, 1H, CHimi), 7.65-7.80 (m, 12H, P(C6H5)2+ CHthio), 4.16 (s, 3H,CH3).31P NMR (, ppm, acetone-d6): 12.7 (s, PPh2). CHN-elementalanalysis (%, found): C 34.63, H 2.59, N 3.85 (Calcd., C 34.51, H 2.48,N 3.83).
  • 60
  • [ 39929-21-0 ]
  • 1-(2-(diphenylphosphanyl)thiophen-3-yl)-3-methyl-1H-imidazol-3-ium trifluoromethanesulfonate [ No CAS ]
  • C20H18AuClN2PS(1+)*CF3O3S(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% In dichloromethane at 20℃; for 0.5h; Inert atmosphere; The Au(I)-complexes of Au-L1 and Au-L2 General procedure: Under nitrogen atmosphere, ligand L1 (0.13 g, 0.4 mmol) dis-solved in dry dichloromethane (2 mL) was added to a solution ofAuICl(tht) [tetrahydrothiophene-gold(I) chloride, 0.13 g, 0.4 mmol]in dry dichloromethane (5 mL). The mixture was stirred for 30 minat room temperature. Then n-hexane was added to precipitatethe white solid, which was dried under vacuum as the productof Au-L1 in the yield of 83% (0.26 g). The sample suitable forX-ray diffraction analysis was obtained by recrystallization fromdichloromethane/diethyl ether.1H NMR (, ppm, acetone-d6): 8.19(d, 1H, J = 4.0 Hz, CHthio), 7.63-7.77 (m, 10H, P(C6H5)2), 7.51 (d, 1H,J = 4.0 Hz, CHthio), 7.46 (s, 1H, NCHN), 7.13 (br, 1H, CHimi), 6.99 (br,1H, CHimi).31P NMR (, ppm, acetone-d6): 15.5 (s, PPh2). CHN-elemental analysis (%, found): C 40.31, H 2.59, N 4.68 (Calcd., C40.26, H 2.67, N 4.94).The Au(I)-complexes of Au-L2 was prepared with the yield of78% by following the similar procedures as described above for Au-L1. The sample suitable for X-ray diffraction analysis was obtainedby recrystallization from dichloromethane/diethyl ether.1H NMR(, ppm, acetone-d6): 9.46 (s, 1H, NCHN), 8.39 (br, 1H, CHimi), 7.90(br, 1H, CHimi), 7.65-7.80 (m, 12H, P(C6H5)2+ CHthio), 4.16 (s, 3H,CH3).31P NMR (, ppm, acetone-d6): 12.7 (s, PPh2). CHN-elementalanalysis (%, found): C 34.63, H 2.59, N 3.85 (Calcd., C 34.51, H 2.48,N 3.83).
  • 61
  • [ 39929-21-0 ]
  • [ 79917-88-7 ]
  • (1,3-dimethylimidazol-2-ylidene)gold chloride [ No CAS ]
  • 62
  • [ 39929-21-0 ]
  • [ 64697-40-1 ]
  • C12H22AuClN2 [ No CAS ]
  • 64
  • [ 39929-21-0 ]
  • [ 131274-22-1 ]
  • [ 69550-28-3 ]
  • 65
  • [ 39929-21-0 ]
  • [ 5518-52-5 ]
  • [ 39657-39-1 ]
  • [gold(I)(4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl-2-ide)(tri(2-furyl)phosphine)] [ No CAS ]
  • 66
  • [ 39929-21-0 ]
  • [ 39657-39-1 ]
  • [ 224311-51-7 ]
  • gold(I)(4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl)(2-(di-tert-butylphosphino)biphenyl) [ No CAS ]
  • 67
  • lithium sulfide [ No CAS ]
  • [ 39929-21-0 ]
  • [ 4129-44-6 ]
  • [{Au(tht)}2PPh2(C6H4)2PPh2](OTf)2 [ No CAS ]
  • [ 2923-28-6 ]
  • [S2{Au2PPh2(C6H4)2PPh2}3](OTf)2 [ No CAS ]
  • 68
  • [ 39929-21-0 ]
  • [ 34825-99-5 ]
  • C19H14AuClNP [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% In dichloromethane for 0.5h; Schlenk technique; Inert atmosphere;
  • 69
  • [ 39929-21-0 ]
  • [ 35071-17-1 ]
  • C5H5N2S(1-)*Au(1+) [ No CAS ]
  • 70
  • [ 39929-21-0 ]
  • [ 84783-64-2 ]
  • [ 685138-47-0 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; acetone at 20℃; for 1.5h;
  • 71
  • [ 39929-21-0 ]
  • [ 2848-01-3 ]
  • 3-(diphenylphosphino)propionic acid-gold(I)chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
1393 mg In acetone; at 20℃; for 2h; [AuCl(tht)] (906 mg, 2.8 mmol, 1.0 eq.) was dissolved in acetone (80.0 ml) and a solution ofdiphenyphosphine propionic acid (730 mg, 2.8 mmol, 1.0 eq.) in acetone (5.0 ml) was added dropwise.The mixture was stirred for 2 h at room temperature and then concentrated under reduced pressure. Acolourless solid (1393 mg, 2.8 mmol, 82%) was obtained.Molecular formula: C15H15AuClO2.Rf: 0.56 (DCM:MeOH, 98:3 + 0.05 v/v % HCOOH).1H-NMR (400 MHz, DMSO-d6): δ/ppm: 12.53 (s, 1 H, COOH) 7.81 - 7.76 (m, 4H, CHo-Phenyl), 7.62 -7.55 (m, 6H, CHm-Phenyl + p-Phenyl), 3.00 - 2.93 (m, 2H, COCH2), 2.46 - 2.39 (m, 2H, CH2P).31P-NMR (162 MHz, DMSO-d6): δ/ppm: 30.3.ESI-HRMS (MeOH) (m/z): calculated for [C15H15AuClO2+Na]+: 513.0056, found 513.0074.
  • 72
  • [ 39929-21-0 ]
  • [ 120317-69-3 ]
  • C8H14AuN6(1+)*I(1-) [ No CAS ]
  • 73
  • [ 39929-21-0 ]
  • [ 23593-75-1 ]
  • [Au(1-[(2-chlorophenyl)-diphenylmethyl]-1H-imidazole)2]Cl [ No CAS ]
  • 74
  • [ 39929-21-0 ]
  • [ 65277-42-1 ]
  • [Au(cis-1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine)2]Cl [ No CAS ]
  • 75
  • [ 39929-21-0 ]
  • C21H35N2O2(1+)*I(1-) [ No CAS ]
  • C21H34AuClN2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% Stage #1: C21H35N2O2(1+)*I(1-) With silver(l) oxide In ethanol; dichloromethane at 20℃; for 5h; Inert atmosphere; Darkness; Stage #2: (tetrahydrothiophene)gold(I) chloride In ethanol; dichloromethane at 20℃; Inert atmosphere; 2.2 Synthesis of Au NHC complex 1 General procedure: 1,3-Dimethylbenzimidazolium iodide (0.24 g, 0.88 mmol)and silver(I) oxide (0.10 g, 0.44 mmol) were added to CH2Cl2(20 mL) and ethanol (20 mL), and the mixture was stirred atroom temperature for 5 h under argon atmosphere in absenceof light. Subsequently, (tht)AuCl (0.28 g, 0.88 mmol) wasadded and the reaction mixture was stirred at room temperaturefor further 9 h. The mixture was filtered throughCelite, and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography(eluent: acetone). The product was further purifiedby recrystallization from a mixture of CH2Cl2 andhexane to afford Au NHC complex 1 as colorless platecrystals (84%, 0.28 g, 0.74 mmol).
  • 76
  • [ 39929-21-0 ]
  • 1,3-dimesitylnaphthoquinoimidazolium chloride [ No CAS ]
  • bis(1,3-dimesityl-4,5-naphthoquinoimidazol-2-ylidene)gold dichloridoaurate [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% Stage #1: 1,3-dimesitylnaphthoquinoimidazolium chloride With sodium hexamethyldisilazane In toluene for 16h; Stage #2: (tetrahydrothiophene)gold(I) chloride In tetrahydrofuran for 24h; 2.1.2. Preparation of bis(1,3-dimesityl-4,5-naphthoquinoimidazol-2-ylidene)gold dichloridoaurate, 4. 1,3-Dimesitylnaphthoquinoimidazolium chloride (95.4 mg, 0.2 mmol) was added to sodium bis(trimethylsilyl)amide (NaHMDS; 39 mg,0.21 mmol) in a 20 ml scintillation vial and stirred at 25 °C for 16 h in toluene (4 ml). The resulting mixture was filteredthrough a plug of Celite into a preweighed 20 ml scintillationvial containing (C4H8S)AuCl (64 mg, 0.2 mmol) and tetrahydrofuran(THF, 2 ml), and stirred at 25 °C for 24 h. Volatiles were removed under reduced pressure. The dark-greenresidue was washed with THF (3 5 ml) to yield a greenishyellow solid, which was dissolved in a minimal amount of dichloromethane ,triturated with diethyl ether (15 ml), andsubsequently washed with diethyl ether (15 ml) to yield a fineyellow precipitate of 4 (72 mg, 54% yield). 1H NMR(300 MHz, CDCl3): δ 8.06-8.03 (m, 4H), 7.81-7.78 (m, 4H),7.02 (s, 8H), 2.50 (s, 12H), 1.73 (s, 24H). 13C NMR (75 MHz,CDCl3): δ 192.14, 173.93, 140.46, 135.25, 133.81, 132.21, 132.02,131.88, 129.59, 127.49, 21.49, 17.45; Analysis calculated (%) forC58H52Au2Cl2N4O4: C 52.23, H 3.93, N 4.20; found: C 51.93, H3.92, N 4.05.
  • 77
  • [ 616-47-7 ]
  • [ 39929-21-0 ]
  • [ 2926-27-4 ]
  • C8H12AuN4(1+)*CF3O3S(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% In dichloromethane; for 24h;Darkness; N-Methylimidazole (175 mL, 2.20 mmol) was added to a dichloromethane solution(20 mL) containing tht-AuCl (350 mg, 1.09 mmol) and KOTf (210 mg, 1.12 mmol). Themixture was stirred for 24 h in the dark. The solvent was removed under vacuum togive a light yellow solid. The solid was washed with Et2O and recrystallized fromCH2Cl2/Et2O to give a white solid (457 mg, 82%). 1H NMR (400 MHz, CDCl3): d (ppm) 8.26 (s, 2H), 7.13 (s, 2H), 7.05 (s, 2H), 3.84 (s, 6H). 13C NMR (100 MHz, CDCl3): d (ppm) 141.00, 129.44, 121.71, 35.23. ESI-MS [M]+: m/z 361 [Au(N-methylimidazole)2]+.
  • 78
  • [ 39929-21-0 ]
  • [ 4733-39-5 ]
  • C26H20AuClN2 [ No CAS ]
  • 79
  • [ 39929-21-0 ]
  • [ 56531-77-2 ]
  • cyclo-tris(μ-(4-hexyl-3,5-dimethylpyrazolate)-N,N′)-trigold(I) [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With potassium hydroxide In methanol; acetone at 20℃; for 2h; DT6. 4-Hexyl-3,5-dimethylpyrazole (0.51 g, 2.8 mmol) and (tht)AuCl (1.0 g, 3.2 mmol) weredissolved in 30 mL of acetone. A 1.0 mol L1 methanol solution (3.0 mL) of potassium hydroxidewas added to the reaction mixture slowly (2 drops per second) with stirring. The solution wasstirred for 2 h at room temperature, after which the white precipitate formed was collected byfiltration. The crude product was purified on a silica gel column (eluent: CH2Cl2), and thenrecrystallized from a mixture of dichloromethane and acetone to give 0.69 g (0.61 mmol) of colorlessneedles (DT6) in 65% yield. mp 134 C. 1H NMR (400 MHz, CDCl3, δ): 2.31 (t, J = 7.2 Hz; 6H;CH2(CH2)4CH3), 2.15 (s, 18H; pyrazole-CH3), 1.28-1.41 (m, 24H;CH2(CH2)4CH3), 0.88 (t, J = 6.8 Hz; 9H;(CH2)5CH3). 13C NMR (100 MHz, CDCl3, δ): 145.71 (3,5-C in pyrazole), 115.73 (4-C in pyrazole), 32.16(pyrazole-CH3), 31.25 (-CH2(CH2)4CH3), 29.44 (CH2CH2(CH2)3CH3), 24.48 ((CH2)2CH2(CH2)2CH3),23.08 ((CH2)3CH2CH2CH3), 14.50 ((CH2)4CH2CH3), 12.34((CH2)5CH3). FTIR (KBr): = 2956 cm1(C-H), 2922 cm1 (C-H), 2852 cm1 (C-H), 1515 cm1 (C=C), 1456 cm1 (C=C), 1429 cm1 (C=N), 1371cm1 (C-H). Combustion elemental analysis calculated for C33H57Au3N6: C, 35.11; H, 5.09; N, 7.45;Au, 52.35. Found: C, 34.88; H, 4.94; N, 7.37; Ash, 48.4.
  • 80
  • [ 39929-21-0 ]
  • [ 147253-67-6 ]
  • [(gold(I)Cl)2(1,2-bis((2R,5R)-dimethylphospholanebenzene)] [ No CAS ]
  • bis(1,2-bis(2,5-dimethylphospholano)benzene)aurate(I) chloride [ No CAS ]
  • 81
  • [ 39929-21-0 ]
  • [ 84494-89-3 ]
  • [ 96452-99-2 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; at 20℃; for 2h; In a round bottom flask 1.60 g (5.0 mmol) of [AuCl(THT)] was dissolved in 25 mL of CH2Cl2, immediately, 1.03 g (2.6 mmol) of solid vdpp were added, the flask was capped with a stopper and the mixture was stirred at room temperature for 2 hours, no inner atmosphere is required. The volume of the obtained transparent solution was then reduced in vacuo to reach around 5 mL, afterwards, 25 mL of cyclohexane were added to the solution producing a white precipitate. The powder was filtered, washed with hexane (3x20 mL) and dried to yield the pure [Au2Cl2(μ-vdpp)].[1]
  • 82
  • [ 39929-21-0 ]
  • [ 17261-28-8 ]
  • [ 214541-01-2 ]
YieldReaction ConditionsOperation in experiment
71% In dichloromethane at 20℃; for 2h; Chlorido-[2-(diphenylphosphino)benzoic acid]gold(I),(1-Cl, C19H15AuClO2P) 1-Cl was prepared according toa modified literature method [56, 57]: (tht)AuCl (98.8 mg,0.308 mmol) was dissolved in 20 cm3DCM and 2-(diphenylphosphino)benzoic acid (91 mg, 0.30 mmol) was added andthe mixture was stirred for 2 h at r.t.. Pentane was added untila white precipitate formed. Yield: 118 mg (71%); 1H NMR(300.13 MHz, CDCl3):δ = 8.31 (m, 1H), 7.66 (m, 1H), 7.51(m, 11H), 6.96 (m, 1H) ppm; 13C{1H} NMR (75.47 MHz,CDCl3):δ = 168.55 (s), 134.85 (d, J = 7.24 Hz), 134.07 (d,J = 15.13 Hz), 133.11 (d, J = 8.18 Hz), 132.89 (d, J = 9.54 Hz),132.83 (d, J = 7.08 Hz), 131.84 (s), 131.64 (d, J = 1.76 Hz),130.42 (s), 129.57 (s), 129.19 (d, J = 12.13 Hz) ppm; 31P{1H}(121.49 MHz, CDCl3):δ = 35.97 (s) ppm; HRMS(ESI): m/z for[M + Na]+calculated 561.0056, found 561.0094.
  • 83
  • [ 39929-21-0 ]
  • [ 17261-28-8 ]
  • bromido‑[2‑(diphenylphosphino)benzoic acid]gold(I) [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With potassium bromide In dichloromethane; water at 20℃; for 2h; Bromido-[2-(diphenylphosphino)benzoic acid]gold(I),(1-Br, C19H15AuBrO2P) 1-Cl (17.6 mg, 32.7 μmol) was dissolved in 5 cm3DCM. KBr (16.7 mg, 0.140 mmol) was dissolved in 5 cm3 water. After combining both solutions,the reaction mixture was stirred for 2 h at r.t. Phases wereseparated and the organic phase was dried over anhydrousNa2SO4.Evaporation of the solvent resulted a white solid.Yield: 17.4 mg (91%); 1H NMR (300.13 MHz, CDCl3):δ = 8.30 (m, 1H), 7.56 (t, 3JHH = 7.56 Hz, 1H), 7.51 (m,11H), 6.96 (m, 1H) ppm; 13C{1H} NMR (75.47 MHz,CDCl3):δ = 169.36 (s), 135.10 (d, J = 6.38 Hz), 134.15 (d,J = 14.27 Hz), 133.09 (s), 132.47 (s), 131.67 (s), 131.12 (s),130.32 (s), 129.38 (d, J = 12.12 Hz) ppm; HRMS(ESI): m/zfor [M + Na]+calculated 604.9551, found 604.9593. Crystalssuitable for single-crystal X-ray diffraction were obtainedby slow gas-phase diffusion of pentane into a diluted DCMsolution.
  • 84
  • [ 39929-21-0 ]
  • [ 17261-28-8 ]
  • iodido‑[2‑(diphenylphosphino)benzoic acid]gold(I) [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With potassium iodide In dichloromethane; water at 20℃; for 2h; Iodido-[2-(diphenylphosphino)benzoic acid]gold(I),(1-I, C19H15AuIO2P) 1-Cl (10.0 mg, 0.02 mmol) was dissolved in 5 cm3DCM. KI (20 mg, 0.12 mmol) was dissolvedin 5 cm3 water. After combining both solutions, the reactionmixture was stirred for 2 h at r.t. Phases were separated and the organic phase was dried over anhydrous Na2SO4. Evaporationof the solvent resulted in a white solid. Yield: 10.8 mg(91%); 1H NMR (300.13 MHz, CDCl3):δ = 8.29 (m, 1H),7.65 (t, 3JHH = 7.73 Hz, 1H), 7.52 (m, 11H), 6.96 (m, 1H)ppm; 13C{1H} NMR (75.47 MHz, CDCl3):δ = 168.94 (s),135.01 (d, J = 6.94 Hz), 134.17 (d, J = 15.13 Hz), 133.09(s), 132.47 (s), 131.67 (s), 131.66 (s), 130.35 (s), 129.37 (d,J = 11.98 Hz) ppm; 31P{1H} NMR (121.49 MHz, CDCl3):δ = 42.5 (s) ppm; HRMS(ESI): m/z for [M + Na]+calculated652.9412, found 652.9468.
  • 85
  • [ 39929-21-0 ]
  • 4-ethynyl-7-(4-nonylphenyl)benzo[c][1,2,5]thiadiazole [ No CAS ]
  • C23H25N2S(1-)*Au(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% With anhydrous Sodium acetate In methanol; dichloromethane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; 4.4.2. Synthesis of [Au(4-ethynyl-7-(4-nonylphenyl)benzo[c] [1,2,5]thiadiazole)]n (1) Sodium acetate (0.0102 g, 0.12 mmol) and [AuCl(tht)] (0.0191 g,0.06 mmol) were added to a stirring solution of L (0.0212 g, 0.06 mmol)in CH2Cl2/MeOH (1:1) (10 mL) under N2 atmosphere at room temperature.After stirring for 30 min the resulting orange suspension wasfiltered, washed with CH2Cl2/MeOH (1:1) (3 × 5 mL), and dried undervacuum. Yield 63% (0.023 g). IR (KBr, cm 1): ν(C- - -C): 1970.
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