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Updated: Jul 6, 2026

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Desilylative Ring-Opening Strategy for Skipped 1,5-Diene Synthesis Under Synergistic Photoredox/Nickel Catalysis
Yanni Yue1, ShuaiShuai Zhao1, Xuying Sun1
1Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis (IAS), State Key Laboratory of Material-Oriented Chemical Engineering, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.
None:
Herein, we report a dual photoredox/nickel-catalyzed alkenylation of aryl cyclopropanes, enabling access to diverse skipped 1,5-dienes. This synergistic strategy proceeds via orbital-controlled formation of a key benzylic radical intermediate, stabilized by the β-silicon effect, thereby expanding the reaction paradigm beyond the conventional nucleophilic activation of aryl cyclopropanes. The protocol provides selective access to 1,5-diene products in moderate to good yields. Mechanistic studies, including radical quenching and control experiments, support a nickel/visible-light-induced radical pathway.
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