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The 5-hexenyl cyclization

✍ Scribed by Peter Schmid; David Griller; Keith U. Ingold


Publisher
John Wiley and Sons
Year
1979
Tongue
English
Weight
321 KB
Volume
11
Category
Article
ISSN
0538-8066

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✦ Synopsis


Abstract

The cyclization of the 5‐hexenyl radical to form the cyclopentylmethyl radical has been reexamined by kinetic EPR spectroscopy at temperatures between 183 and 232Β°K in cyclopropane solvent. The rate constant, k~c~ for this important radical rearrangement can be represented by

where Θ = 2.3__RT__ kcal/mol.


πŸ“œ SIMILAR VOLUMES


Diethyl-(5-hexenyl)aluminum-Ether
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Radical cyclization of 1-vinyl-5-methyl-5-hexenyl radicals (radical numbering) affords six-membered ring products prevailing over the isomeric five-membered ring compounds; the former are generated through two reaction pathways: 6-endo-trig ring closure and rearrangement of intermediate methylenecyc