STRUCTURES OF ISOMERIC ANIONS IN THE GAS PHASE: ARYLLALLYL AND ARYLCYCLOPROPYL ANIONS.

Article abstract of DOI:10.1021/ja00316a003

The isomeric 1-phenylcyclopropyl and 2-phenylallyl anions have been prepared in the gas phase by proton-abstraction reactions. They have been shown to be distinct, noninterconverting species by their differing reactions with D//2O, O//2, and N//2O. The 2-methyl-1-phenylcyclopropyl and 1-methyl-2-phenylallyl anions are also shown to react differently with these reagents. However, in the presence of H//2O the 1-methyl-2-phenylallyl anion is converted to the 1-methyl-1-phenylallyl anion by proton addition and reabstraction. The utility of these and other reagents for determining ion structure in the gas phase is discussed.