Issue 6, 1982
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

The spiropentyl radical and some homolytic reactions of spiropentane

Alan J. Kennedy,   John C. Walton  and  Keith U. Ingold  

Abstract

Spiropentyl radical was generated by hydrogen abstraction from spiropentane by t-butoxyl radical and its e.s.r. spectrum obtained. The experimental e.s.r. parameters were compared with computational results obtained using semi-empirical SCF MO methods. The spiropentyl radicals do not undergo β-scission in the observable temperature range (T < 380 K). The main process in the halogenation of spiropentane at 293 K in CCl4 solution involves SH2 attack by the halogen atom to give 1-(halogenomethyl)cyclopropylmethyl radicals. The β-scission of these latter radicals has been investigated by e.s.r. spectroscopy and by the reduction of 1,1-bisbromomethylcyclopropane with tri-n-butyltin hydride.

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Article information

DOI
https://doi.org/10.1039/P29820000751
Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1982, 751-757

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The spiropentyl radical and some homolytic reactions of spiropentane

A. J. Kennedy, J. C. Walton and K. U. Ingold, J. Chem. Soc., Perkin Trans. 2, 1982, 751 DOI: 10.1039/P29820000751

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