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Synlett 2022; 33(12): 1123-1134
DOI: 10.1055/a-1785-6910
DOI: 10.1055/a-1785-6910
account
Using Restricted Bond Rotations to Enforce Excited-State Behavior of Organic Molecules
The authors thank the generous support from the National Science Foundation (CHE-1955524). S.K., S.A. and L.K.V. thank Bowling Green State University (BGSU) for McMaster Fellowships (S.K.: 2018-2019: S.A.: 2019-2020; L.K.V.: 2020-2021).
This account highlights the role of restricted bond rotations in influencing the excited-state reactivity of organic molecules. It highlights the photochemical reactivity of various organic molecules and the design strategies that could be exploited by chemists to utilize restricted bond rotations to uncover new excited-state reactivity and to achieve selectivity.
1 Introduction.
2 NEER-Principle and Restricted Bond Rotations in the Excited State
3 [2+2]-Photocycloaddition of Enamides
4 [3+2]-Photocycloaddition vs. Paternò–Büchi Reaction of Enamides
5 Divergent Photoreactivity of Enones Dictated by Restricted Bond Rotations: Norrish–Yang reactions vs. 6π-Photocyclization
6 Divergent Photoreactivity of Imides with Alkenes: [2+2]-Photocycloaddition vs. Photoene Reaction
7 Summary and Outlook
Key words
photocycloaddition - axial chiral transfer - excited-state reactivity - photocatalysis - energy transfer catalysisPublication History
Received: 23 January 2022
Accepted after revision: 02 March 2022
Accepted Manuscript online:
02 March 2022
Article published online:
19 May 2022
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