FURTHER EVIDENCE FOR THE TRIPLET MECHANISM IN THE PHOTOSUBSTITUTION OF NITROARYL ETHERS IN ALKALINE-MEDIUM

被引:7
|
作者
BONILHA, JBS
TEDESCO, AC
NOGUEIRA, LC
DIAMANTINO, MTRS
CARREIRO, JC
机构
[1] Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto
基金
巴西圣保罗研究基金会;
关键词
PHOTOSUBSTITUTION; NITROARYL ETHERS; TRIPLET LIFETIME; QUENCHER;
D O I
10.1016/S0040-4020(01)89887-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mechanistic studies show that nitroaryl ethers (3-nitroanisole, 3-nitrophenetole, n-butyl 3-nitrophenyl ether, 2-chloro-5-nitroanisole, 2-bromo-5-nitroanisole and 3,5-dinitro anisole) undergo nucleophilic aromatic photosubstitution with hydroxide ions through an SN23Ar* mechanism. An investigation of the quenching of excited states of nitroaryl ethers by bromide and thiosulfate ions in aqueous solutions is reported and lends support to the proposed SN23Ar* mechanism.
引用
收藏
页码:3053 / 3064
页数:12
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