Single-electron-transfer pathway in the coupling of cyclopropenyl cations with organometallic reagents

…, SI Goldstein, RJ Rosenthal

Index: Padwa, Albert; Goldstein, Steven I.; Rosenthal, Robert J. Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3278 - 3285

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Citation Number: 22

Abstract

proposed that the very effective trapping of the triphenylcyclopropenyl anion 4 by cyclopropenyl cation 1 proceeds by an electron transfer, with large collisional cross-section, followed by coupling of the resulting radicals. This suggestion was based on the observation that capture of the cyclopropenyl carbanion 4 by the cation 1 was much more effective than capture by protonation with guanidinium cation, even though this species was in 100-fold ...