The interaction of photoexcited electron acceptors with selected cyclopropane derivatives results in electron transfer and generates radical ion pairs. Nuclear spin-polarization effects observed during these reactions allow an insight into the structures of the intermediates. The radical cations can assume two different structure types, which are derived either from the 2A1 or the 2B2 cyclopropane radical cation. Spiro [cyclopropane-1,9'-fluorene] gives rise to a radical cation, 12, in which two cyclopropane bonds are weakened (2B2). In contrast, 2,3-benzo-5,6-cyclopropanorbornene has a radical cation, 16, in which a single cyclopropane bond is weakened (2A1). These structures can be rationalized on the basis of frontier molecular orbital considerations.
All Science Journal Classification (ASJC) codes
- Colloid and Surface Chemistry