4.7 Article

Revisiting the racemization mechanism of helicenes

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 2, Pages 188-191

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc08191j

Keywords

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Funding

  1. Conacyt [CB-2015-252356, CB-2015-254742, EDOMEX-2011-COI-165873]
  2. CONICYT-Programa de Cooperacion Internacional [REDES 150042]
  3. Conacyt

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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 pi-interactions.

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