Regioselective Rearrangement of Bridgehead-Methyl-Substituted Radical Cations Derived from Bicyclo [2.1. 0] pentanes and 2, 3-Diazabicyclo [2.2. 1] hept-2-enes …
W Adam, C Sahin, J Sendelbach, H Walter…
Index: Adam; Sahin; Sendelbach; Walter; Chen; Williams Journal of the American Chemical Society, 1994 , vol. 116, # 6 p. 2576 - 2584
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Citation Number: 43
Abstract
Abstract: Cyclopentane-1, 3-diyl radical cations were generated from the 1-methyl-and 1, 4- dimethyl substituted bicycle [2.1. O] pentanes lb, c through photoinduced electron transfer (PET) and radiolytic oxidation. The unsymmetrical bridgehead-substituted bicyclopentane lb rearranged spontaneously and exclusively to the 3-methylcyclopentene 3b under PET conditions. ESR studies showed similarly that 3b'+ was the only final oxidation product of ...
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