Revisiting the racemization mechanism of helicenes
Autor
Barroso J.
Cabellos J.L.
Pan S.
Murillo F.
Zarate X.
Fernandez-Herrera M.A.
Merino G.
Resumen
Herein we propose a general mechanism for the racemization of [n]helicenes up to n = 24. It is a concerted process for n = 4-7, but a multi-step mechanism is followed for n ≥ 8, involving 2n - 14 intermediates. The changes in the barriers are a delicate consequence of the steric hindrance and the π-interactions. © The Royal Society of Chemistry 2018.
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