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Updated: Jul 4, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Amine-Enabled Electron Donor-Acceptor Complex Catalysis for Cyclopropanation
Rahul Tarkase1, Basavarajagouda E Patil1, Komal Pal1
1Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, 400076, India.
Abstract:
Electron donor-acceptor (EDA) complexes have emerged as a powerful catalyst-free platform for visible-light-driven radical transformations. Herein, we report an amine-enabled EDA-mediated cyclopropanation of alkenes formed through a ground-state charge-transfer complex between diiodomethane and amine. The method proceeds under mild conditions and exhibits broad functional-group tolerance. The comprehensive mechanistic investigations, including EPR spectroscopy, cyclic voltammetry, UV-Vis analysis, quantum yield determination, and DFT studies, support an EDA-mediated radical pathway.
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