Revisiting the racemization mechanism of helicenes
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 2 n − 14 intermediates. The changes in the barriers are a delicate consequence of the steric hindrance and the...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2018-01, Vol.54 (2), p.188-191 |
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| Hauptverfasser: | , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | 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 2
n
− 14 intermediates. The changes in the barriers are a delicate consequence of the steric hindrance and the π-interactions.
Herein we propose a general mechanism for the racemization of [
n
]helicenes up to
n
= 24. |
|---|---|
| ISSN: | 1359-7345 1364-548X |
| DOI: | 10.1039/c7cc08191j |