Heat of hydrogenation of 1, 5-dehydroquadricyclane. A computational and experimental study of a highly pyramidalized alkene

RL Hoenigman, S Kato, VM Bierbaum…

Index: Hoenigman, Rebecca L.; Kato, Shuji; Bierbaum, Veronica M.; Borden, Weston Thatcher Journal of the American Chemical Society, 2005 , vol. 127, # 50 p. 17772 - 17777

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Citation Number: 10

Abstract

The radical anion of the highly pyramidalized alkene 1, 5-dehydroquadricyclane (1) was generated in the gas phase from the Squires reaction of 1, 5-bis (trimethylsilyl) quadricyclane with F-/F2. The electron binding energy and proton affinity of 1-were determined by bracketing experiments to be 0.6±0.1 eV and 386±5 kcal/mol, respectively. These values are in good agreement with values predicted by density functional theory ( ...