Phosphahelicenes with (Thio)Phosphinic Acid and Ester Functions by the Oxidative Photocyclisation Approach.

Authors :: Febvay J
Demmer CS
Retailleau P
Crassous J
Abella L
Autschbach J
Voituriez A
Marinetti A
Source :: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2019 Dec 05; Vol. 25 (68), pp. 15609-15614. Date of Electronic Publication: 2019 Nov 07.
Publication Year :: 2019
Abstract: Phosphahelicenes with thiophosphinic acid and ester functions have been obtained by the oxidative photocyclisation of olefins bearing both a benzophenanthrene and a benzophosphole unit. When the method has been extended to olefins bearing a partially saturated benzophospholene unit, a divergent regioselectivity of the photocyclisation step has been observed, leading to new helicenes in which the phosphorus function is located on the external rim of the helical backbone. The observed regioselectivity correlates well with the free-valence numbers of the atoms involved in the photocyclisation reaction (DFT calculations).<br /> (© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

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