Gold for the generation and control of fluxional barbaralyl cations
Paul R McGonigal1, Claudia de León, Yahui Wang
1Institute of Chemical Research of Catalonia, Tarragona, Spain.
Angewandte Chemie (International Ed. in English)
|November 20, 2012
Abstract:
The frog prince with his two identities pales in comparison with the shape-shifting barbaralyl cation, which exists as a mixture of 181,400 degenerate forms. Gold-catalyzed cycloisomerizations of 7-alkynyl cyclohepta-1,3,5-trienes were found to proceed via fluxional barbaralyl intermediates. The evolution of the intermediates into 1- or 2-substituted indenes could be controlled by the choice of gold complex.
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