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Revisiting the racemization mechanism of helicenes

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Abstract

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.

Graphical abstract: Revisiting the racemization mechanism of helicenes

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Publication details

The article was received on 24 Oct 2017, accepted on 17 Nov 2017 and first published on 17 Nov 2017


Article type: Communication
DOI: 10.1039/C7CC08191J
Citation: Chem. Commun., 2018, Advance Article
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    Revisiting the racemization mechanism of helicenes

    J. Barroso, J. L. Cabellos, S. Pan, F. Murillo, X. Zarate, M. A. Fernandez-Herrera and G. Merino, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C7CC08191J

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