Ring opening and hydrogen-atom transfer trapping of the bicyclo[2.1.0]pent-2-yl radical

Abstract

Relative rate constants (k r /k H ) for ring opening of the bicyclo [2.1.0] pent-2-yl radical (1) to the cyclopent-3-enyl radical and trapping of radical 1 with t-BuSH, PhSH, and PhSeH in solvent THF were measured at temperatures between −78 and 50 o C. The hydrogen atom donors reacted more rapidly with radical 1 than with the cyclopropylcarbinyl radical. Rate constants for ring opening of 1 (k r ) could be obtained by estimating the values of k H via Marcus theory