Elsevier

Tetrahedron

Volume 55, Issue 11, 12 March 1999, Pages 3327-3336
Tetrahedron

Formation of cyclopropanes by homolytic substitution reactions of 3-iodopropyl radicals: Preparative and rate studies

In memory of Sir Derek Barton, a pioneer in organic radical chemistry
https://doi.org/10.1016/S0040-4020(98)01144-2Get rights and content

Abstract

Reduction of 2-substituted 1,3-diiodopropane derivatives with tin hydride provides substituted cyclopropanes. The reaction occurs through a homolytic substitution of the 3-iodopropyl radical, which has a rate constant of about 5 × 105s−1 at 80°C.

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