Photoreactions with a Twist: Atropisomerism‐Driven Divergent Reactivity of Enones with UV and Visible Light
Journal Article
·
· Chemistry - A European Journal
- Department of Chemistry and Biochemistry North Dakota State University 1231 Albrecht Blvd. Fargo ND 58108-6050 USA
- Department of Chemistry Indian Institute of Technology Bombay Mumbai 400076 India
- Department of Chemistry Columbia University New York NY 10027 USA
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.
- Sponsoring Organization:
- USDOE
- Grant/Contract Number:
- SC0001717
- OSTI ID:
- 1400573
- Journal Information:
- Chemistry - A European Journal, Journal Name: Chemistry - A European Journal Vol. 22 Journal Issue: 32; ISSN 0947-6539
- Publisher:
- Wiley Blackwell (John Wiley & Sons)Copyright Statement
- Country of Publication:
- Germany
- Language:
- English
Cited by: 12 works
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Web of Science
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