Electrophilic Reaction of Ag(III) N-Confused Porphyrin with Alcohols

Experimental studies demonstrated that alcohols and amines can undergo a CF3COOAg-catalyzed nucleophilic addition at the outer CN position of Ag(III) NCPs, leading to C-3-alkoxylated Ag(III) NCPs, which supports the computational result that the CN bond on the periphery of Ag(III) NCPs is partiall...

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Bibliographic Details
Published in:Journal of organic chemistry 2010-05, Vol.75 (10), p.3511-3514
Main Authors: Jiang, Hua-Wei, Hao, Fei, Chen, Qing-Yun, Xiao, Ji-Chang, Liu, Shu-Bin, Gu, Yu-Cheng
Format: Article
Language:English
Subjects:
Alcohols - chemistry
Amines - chemistry
Chemistry
Computer Simulation
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Metalloporphyrins - chemical synthesis
Metalloporphyrins - chemistry
Molecular Structure
Organic chemistry
Oxidation-Reduction
Preparations and properties
Silver - chemistry
Stereoisomerism
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Summary:Experimental studies demonstrated that alcohols and amines can undergo a CF3COOAg-catalyzed nucleophilic addition at the outer CN position of Ag(III) NCPs, leading to C-3-alkoxylated Ag(III) NCPs, which supports the computational result that the CN bond on the periphery of Ag(III) NCPs is partially isolated from the 18 π-electron macrocyclic conjugation system and is the active electrophilic center.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo1004229