Wang, Kaiping and Cheng, Beiyi and Ko''nig, Burkhard and Zhang, Duo and Xu, Bingxin and Wang, Shuli and Zhang, Guodong (2024) Photocatalyzed 1,3-Bromodifluoroallylation of [1.1.1]Propellane with α-Trifluoromethylalkenes and KBr Salts. ORGANIC LETTERS, 26 (32). pp. 6889-6893. ISSN 1523-7060, 1523-7052
Full text not available from this repository. (Request a copy)Abstract
Herein we unveil a visible-light-driven transition-metal-free 1,3-bromodifluoroallylation of [1.1.1]propellane. This reactivity is harnessed through organophotocatalysis, providing practical synthetic pathways to 1-brominated-3-gem-difluoroallylic bicyclo[1.1.1]pentane derivatives, particularly derived from readily available alpha-trifluoromethylalkenes and inexpensive KBr salts utilized as precursors for bromine radicals. Mechanistic investigations reveal that bromide anions quench the excited state of the photocatalyst, leading to the formation of bromine radicals, which react in a strain-release radical addition process rather than hydrogen atom abstraction with [1.1.1]propellane.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ROUTE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 11 Nov 2025 10:36 |
| Last Modified: | 11 Nov 2025 10:36 |
| URI: | https://pred.uni-regensburg.de/id/eprint/64887 |
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