Related Experiment Video
Updated: Jun 24, 2026

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Red-Light-Driven Giese Reaction Catalyzed by Zinc(II)porphyrin
Yoshitatsu Yotsumoto1, Yusuke Okanishi1, Taiyo Akashi1
1Division of Pharmaceutical Sciences, Graduate School of Medicine, Dentistry, and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.
Abstract:
A red-light-driven Giese reaction, catalyzed by [5,15-bis(pentafluorophenyl)-10,20-diphenylporphinato]zinc(II) in combination with Hantzsch ester, proceeds via the decarboxylative radical coupling of a redox-active N-acyloxyphthalimide with electron-deficient alkenes and alkynes to furnish the corresponding adducts. The present study also reveals the unique reactivity of 3-aryl-substituted N-acyloxyphthalimides, which can undergo either a radical cascade reaction or a Giese reaction with selectivity controlled by the electronic and steric properties of the radical intermediates.
More Related Videos
Related Concept Videos
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
The Z-Scheme of Electron Transport in Photosynthesis
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The Photochemical Reaction Center
Thermal and Photochemical Electrocyclic Reactions: Overview
Acid Halides to Ketones: Gilman Reagent
As shown below, the mechanism proceeds in two steps. First, one of the alkyl groups of the reagent acts as a nucleophile and attacks the acyl carbon of the acid chloride to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen double...

![[(DPEPhos)(bcp)Cu]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)