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Chemical Structure| 32005-36-0 Chemical Structure| 32005-36-0
Chemical Structure| 32005-36-0

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Synonyms: Bis(dibenzylideneacetone)palladium

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Product Citations

Product Citations

Gilbert, Robert ; Davis, Christopher W ; Bingham, Tanner W ; Sarlah, David ;

Abstract: A dearomative 1,4-hydroamination of nonactivated arenes has been developed, using a key arene-arenophile photocycloaddition strategy to disrupt aromaticity. Palladium catalysis with K-Selectride® as a hydride source uniquely enables selective reactivity and provides access to a range of substituted 1,4-cyclohexadienes from aromatic starting materials. We demonstrate a few synthetic applications of this scalable procedure by preparing highly-functionalized small molecules in three to four steps from naphthalene.

Keywords: Dearomatization ; Hydroamination ; Arenophiles ; Palladium ; Catalysis

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Alternative Products

Product Details of Pd(dba)2

CAS No. :32005-36-0
Formula : C34H28O2Pd
M.W : 575.00
SMILES Code : [Pd].C2=C(C=CC(C=CC1=CC=CC=C1)=O)C=CC=C2.C3=CC=CC=C3C=CC(C=CC4=CC=CC=C4)=O
Synonyms :
Bis(dibenzylideneacetone)palladium
MDL No. :MFCD00051942

Safety of Pd(dba)2

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317
Precautionary Statements:P261-P272-P280-P302+P352-P333+P313-P363-P403-P501

Application In Synthesis of Pd(dba)2

* 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 [ 32005-36-0 ]

[ 32005-36-0 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 52333-42-3 ]
  • [ 4542-61-4 ]
  • [ 144-55-8 ]
  • [ 32005-36-0 ]
  • [ 397325-35-8 ]
YieldReaction ConditionsOperation in experiment
60% With caesium carbonate; triphenylphosphine; In 1,4-dioxane; Example 105 Under nitrogen atmosphere, to a mixture of <strong>[52333-42-3]7-bromopyrido[2,3-b]pyrazine</strong> (300 mg), methyl boronate (100 mg) and cesium carbonate (930 mg) were added dioxane (7.0 ml), bis(dibenzilidenacetone)-palladium (80.0 mg) and triphenylphosphine (87.0 mg), and the mixture was stirred at 100 C. for 2.5 hours. To the reaction solution was added a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted three times with ethyl acetate. The extracts were combined, washed with a saturated brine, dried over magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate=3/1?1/1?0/1?ethyl acetate/ethanol=10/1) to give 7-methyl-pyrido[2,3-b]pyrazine (125 mg, 60%). 1H NMR (CDCl3, 400 MHz) delta 9.06 (d, 1H, J=2.3 Hz), 9.02 (d, 1H, J=1.7 Hz), 8.91 (d, 1H, J=1.7 Hz), 8.24 (d, 1H, J=2.3 Hz), 2.65 (s, 3H).
  • 2
  • [ 97239-80-0 ]
  • [ 696-63-9 ]
  • [ 32005-36-0 ]
  • [ 1154043-13-6 ]
  • 3
  • [ 97239-80-0 ]
  • [ 32005-36-0 ]
  • [Pd(1,1'-bis(diisopropylphosphino)ferrocene)]2(μ2,η2-dibenzylideneacetone) [ No CAS ]
  • 4
  • [ 591-50-4 ]
  • [ 117408-98-7 ]
  • [ 32005-36-0 ]
  • C18H21IN2OPd [ No CAS ]
  • 5
  • [ 17217-57-1 ]
  • [ 1542322-27-9 ]
  • [ 32005-36-0 ]
  • C20H16ClIN4O4Pd [ No CAS ]
  • 6
  • [ 17217-57-1 ]
  • C11H9IN2O4 [ No CAS ]
  • [ 32005-36-0 ]
  • C23H21IN4O6Pd [ No CAS ]
  • 7
  • [ 17217-57-1 ]
  • [ 1542322-28-0 ]
  • [ 32005-36-0 ]
  • C20H16I2N4O4Pd [ No CAS ]
  • 8
  • [ 17217-57-1 ]
  • [ 1542322-26-8 ]
  • [ 32005-36-0 ]
  • C21H19IN4O4Pd [ No CAS ]
  • 9
  • [ 17217-57-1 ]
  • [ 4918-23-4 ]
  • [ 32005-36-0 ]
  • C21H19BrN4O4Pd [ No CAS ]
  • 10
  • [ 17217-57-1 ]
  • C11H11IN2O2 [ No CAS ]
  • [ 32005-36-0 ]
  • C23H23IN4O4Pd [ No CAS ]
  • 11
  • [ 17217-57-1 ]
  • 4-iodo-3-(4-methoxyphenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate [ No CAS ]
  • [ 32005-36-0 ]
  • C21H19IN4O5Pd [ No CAS ]
  • 12
  • [ 17217-57-1 ]
  • [ 1324008-79-8 ]
  • [ 32005-36-0 ]
  • C20H16FIN4O4Pd [ No CAS ]
 

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