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Chemical Structure| 119-65-3 Chemical Structure| 119-65-3
Chemical Structure| 119-65-3

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Product Citations

Product Citations

Burton, Spencer T ; Lee, Gyunhee ; Moore, Curtis E ; Sevov, Christo S ; Turro, Claudia ;

Abstract: The Co(III) complexes, cis-[Co(ppy)2(L)]PF6, where ppy = 2-phenylpyridine and L = bpy (2,2′-bipyridine; 1), phen (1,10-phenanthroline; 2), and DAP (1,12-diazaperylene; 3), are reported and their photophysical properties were investigated to evaluate their potential as sensitizers for applications that include solar energy conversion schemes and photoredox catalysis. Calculations show that cyclometallation in the cis-[Co(ppy)2(L)]PF6 series affords strong Co(dπ)/ppy(π) orbital interactions that result in a Co/ppy(π*) highest occupied molecular orbital (HOMO) and a lowest unoccupied molecular orbital (LUMO) localized on the diimine ligand, L(π*). Complexes 1−3 exhibit relatively invariant oxidation potentials, whereas the reduction event is dependent on the identity of the diimine ligand, L, consistent with the theoretical predictions. For 3 a broad Co/ppy(π*) → L(π*) metal/ligand-to-ligand charge transfer (ML-LCT) absorption band is observed in CH3CN with a maxima at 507 nm, extending beyond 600 nm. Upon excitation of the 1 ML-LCT transition, transient absorption features consistent with the population of a 3ML-LCT excited state with lifetimes, τ, of 3.0 ps, 4.6 and 42 ps for 1, 2 and 3 in CH3CN respectively are observed. Upon irradiation with 505 nm, 3 is able to reduce methyl viologen (MV2+), an electron acceptor commonly in photocatalytic schemes. To our knowledge, 3 represents the first heteroleptic molecular Co(III) complex that combines cyclometallation with a diimine ligand with lowest-lying metal-to-ligand charge transfer excited states able to undergo photoinduced charge transfer with low-energy green light. As such, the structural design of 3 represents an important step toward d6 photosensitizers based on earth abundant metals.

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Product Details of Isoquinoline

CAS No. :119-65-3
Formula : C9H7N
M.W : 129.16
SMILES Code : C12=C(C=NC=C2)C=CC=C1
MDL No. :MFCD00006898
InChI Key :AWJUIBRHMBBTKR-UHFFFAOYSA-N
Pubchem ID :8405

Safety of Isoquinoline

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H311-H302-H315-H319-H412
Precautionary Statements:P501-P273-P270-P264-P280-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P312+P330-P302+P352+P312-P405
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of Isoquinoline

* 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.

  • Upstream synthesis route of [ 119-65-3 ]
  • Downstream synthetic route of [ 119-65-3 ]

[ 119-65-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 491-30-5 ]
  • [ 119-65-3 ]
  • [ 394-67-2 ]
References: [1] Patent: JP2018/70562, 2018, A, .
[2] Patent: JP2018/70562, 2018, A, .
[3] Patent: JP2018/70562, 2018, A, .
[4] Patent: JP2018/70562, 2018, A, .
  • 2
  • [ 119-65-3 ]
  • [ 1532-91-8 ]
YieldReaction ConditionsOperation in experiment
92% With [bis(acetoxy)iodo]benzene; chloroformic acid ethyl ester In 1,2-dichloro-ethane at 50℃; for 3 h; General procedure: To an 8 mL dram vial was added iodobenzene diacetate (0.6 mmol, 1.5 equiv), and heteroarene(0.4 mmol, 1 eq.), anhydrous dichloroethane (1 mL), then chloride source (5 equiv). The solutionwas allowed to stir (1000 rpm) at 50 °C for the indicated amount of time. After which the solutionwas washed with saturated sodium bicarbonate, followed by saturated sodium thiosulfate andconcentrated. The crude mixture was then purified by column chromatography.
References: [1] Chem, 2019, p. 417 - 428.
  • 3
  • [ 119-65-3 ]
  • [ 7159-36-6 ]
References: [1] Patent: US2013/178457, 2013, A1, .
[2] Patent: WO2013/5168, 2013, A2, .
 

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