Related Experiment Video
Updated: May 13, 2025
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Electron donor-acceptor complex-driven photocatalyst-free synthesis of nitrocyclopropanes
Paula Pérez-Ramos1, Patrícia I C Godinho1, Raquel G Soengas1
1Department of Organic and Inorganic Chemistry, Instituto Universitario de Química Organometálica Enrique Moles, University of Oviedo Julián Clavería 8 33006 Oviedo Spain rsoengas@uniovi.es hrsolla@uniovi.es.
Abstract:
Herein, a visible light-promoted metal-free protocol for the synthesis of nitrocyclopropanes under mild conditions is reported. Specifically, the process is driven by the photochemical activity of ternary EDA complexes formed upon complexation of α-bromonitrostyrenes and DIPEA in the presence of benzaldehyde. This reaction provides a variety of densely functionalized cyclopropanes with good selectivity under mild reaction conditions. Mechanistic investigations on the aspects of the process also demonstrate formation of the hypothesized EDA complex.
Related Concept Videos
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Thermal and Photochemical Electrocyclic Reactions: Overview
Cycloaddition Reactions: Overview
Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism
Catalysis

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)