The influence of boryl substituents on the formation and reactivity of adjacent and vicinal free radical centers

…, AJ McCarroll, Q Chen, B Carboni…

Index: Walton, John C.; McCarroll, Andrew J.; Chen, Qiao; Carboni, Bertrand; Nziengui, Roger Journal of the American Chemical Society, 2000 , vol. 122, # 23 p. 5455 - 5463

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Citation Number: 34

Abstract

Radicals containing α-boronate substituents were generated by bromine abstraction from 1- bromoalkyldioxaborolanes (boronic esters), by addition to vinyl boronate, and by hydrogen abstraction from alkyldioxaborolanes and observed by EPR spectroscopy. Unsymmetrically substituted α-boronate radicals displayed selective line broadening in their low-temperature spectra from which barriers to internal rotation about CH2-B (OR') OR bonds were found to ...