Photoreactions with a Twist: Atropisomerism-Driven Divergent Reactivity of Enones with UV and Visible Light.

Authors :: Vallavoju N
Sreenithya A
Ayitou AJ
Jockusch S
Sunoj RB
Sivaguru J
Source :: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2016 Aug 01; Vol. 22 (32), pp. 11339-48. Date of Electronic Publication: 2016 Jul 06.
Publication Year :: 2016
Abstract: Light-induced transformation of atropisomeric and achiral enones displays divergent reactivity. Photocyclization leading to 3,4-dihydroquinolin-2-one was observed with achiral enone carboxamide, whereas the atropisomeric enone carboxamides underwent hydrogen abstraction leading to spiro-β-lactams. Detailed photochemical, photophysical, and theoretical investigations have provided insight into this divergent reactivity and selectivity.<br /> (© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Subjects :: Light
Molecular Structure
Photochemistry
Stereoisomerism
Quinolones chemistry
beta-Lactams chemistry

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