ELECTRON-ACCEPTOR EFFECT OF AMINOXYL RADICALS

Авторы: NAGY VY, PETRUKHIN OM, ZOLOTOV YA, VOLODARSKII LB
Журнал: Journal of the Chemical Society. Perkin Transactions 2
Номер: 8
Год издания: 1991
Первая страница: 1305
Последняя страница: 1309
DOI: 10.1039/p29910001305
Аннотация: Acidic properties of several compounds with aminoxyl-based spin labels were found to be abnormally strong when compared with those of diamagnetic analogues. Analysis of this phenomenon in terms of both Taft constants and Hinze-Jaffe-Huheey group electronegativities enabled us to attribute it to the strong electron-acceptor effect of the aminoxyl group that results in high electronegativity of aminoxyl-containing substituents. Quantitative estimates of this effect for two spin labels were obtained. Group electronegativity of imidazoline-based spin label is close to that of the -CF3 substituent, while the electron-acceptor effect of piperidine-based spin label is intermediate between those of -CHF2 and -CH2F groups. The strong electron-acceptor effect of aminoxyl spin labels should be taken into account when using them in biological and other studies.
Добавил в систему: Золотов Юрий Александрович

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