“The Great Escape” from Antiaromaticity:  Reduction of Strained Pyrenes

Aprahamian, Ivan; Bodwell, Graham J.; Fleming, James J.; Manning, Gregory P.; Mannion, Michael R.; Sheradsky, Tuvia; Vermeij, Rudolf J.; Rabinovitz, Mordecai

doi:10.1021/ja0291991.s042

ja0291991_si_042.pdf (177.79 kB)

“The Great Escape” from Antiaromaticity: Reduction of Strained Pyrenes

journal contribution

posted on 2003-01-25, 00:00 authored by Ivan Aprahamian, Graham J. Bodwell, James J. Fleming, Gregory P. Manning, Michael R. Mannion, Tuvia Sheradsky, Rudolf J. Vermeij, Mordecai Rabinovitz

The two-electron reduction of strained pyrenes ([7](2,7)pyrenophanes) with lithium metal leads to the formation of a new σ-bond as a means to “escape” strained antiaromaticity.