SPIN TRAPPING OF OXYGEN-CENTERED RADICALS BY SUBSTITUTED N-BENZYLIDENE-TERT-BUTYLAMINE N-OXIDES

被引：18

作者：

ABE, Y ^{[1
]}

SENO, S ^{[1
]}

SAKAKIBARA, K ^{[1
]}

HIROTA, M ^{[1
]}

机构：

[1] YOKOHAMA NATL UNIV,FAC ENGN,DEPT SYNTHET CHEM,HODOGAYA KU,YOKOHAMA,KANAGAWA 240,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1991年 / 06期

关键词：

D O I：

10.1039/p29910000897

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Spin-trapping of oxygen-centred radicals (tert-butoxyl and carboxyl) by substituted N-benzylidene-tert-butylamine N-oxides (X-PBN) has been studied and the rates have been measured by means of EPR experiments. The experimental results revealed a substituent effect [X-PBN with an electron-donating substituent favours spin trapping (rho < 0)] and are rationalized by an electron-transfer mechanism between the frontier orbitals of the reactants. The reaction pathway has been deduced from molecular-orbital and molecular-mechanics calculations.

引用

页码：897 / 903

页数：7

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