Electron spin resonance investigation of the photolysis of tert-butylnitrobenzenes and (trimethylsilyl)nitrobenzenes

J. M. Lynch, P. N. Preston, R. B. Sleight, L. H. Sutcliffe

Research output: Contribution to journalArticle

Abstract

The photolysis of isomeric (trimethylsilyl)nitrobenzenes and of tert-butylnitrobenzenes produces arylalkoxynitroxide radicals which have been studied by ESR spectroscopy. Relative values of aN suggest that the p-trimethylsilyl group exerts an overall withdrawing effect while the m-trimethylsilyl group has the opposite effect. The value of aN for the o-trimethylsilyl radical indicates that steric interaction with the nitro group is probably minimal. o-(Trimethylsilyl)nitrobenzene free radical anion has been prepared ; its aN value suggests that steric interaction between groups on the aryl ring is also small in this case. © 1969.

Original languageEnglish
Pages (from-to)43-47
Number of pages5
JournalJournal of Organometallic Chemistry
Volume20
Issue number1
Publication statusPublished - Nov 1969

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