Related Experiment Video
Updated: Feb 1, 2026

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
Recent developments in photochemical reactions of diazo compounds
Łukasz W Ciszewski1, Katarzyna Rybicka-Jasińska, Dorota Gryko
1Institute of Organic Chemistry Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. dorota.gryko@icho.edu.pl.
Abstract:
Diazo compounds are among the most important building blocks in organic synthesis. Generally, their photoinitiated, thermal, or transition metal catalyzed decomposition yields the corresponding carbenes or metal carbenoids, which subsequently undergo various transformations. Modern chemistry of diazo compounds is dominated by transition metal catalysis, leaving both catalyzed and non-catalyzed phototransformations of these reagents behind. Recently, photoinitiated reactions of diazo compounds have experienced a revival of interest due to the increased understanding of modern photochemistry. This mini-review covers recently published (year >2000) reports on the reactivity of diazo compounds under light irradiation.
Related Concept Videos
The Photochemical Reaction Center
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Thermal and Photochemical Electrocyclic Reactions: Overview
Alcohols from Carbonyl Compounds: Grignard Reaction
Magnesium from the reagent coordinates with carbonyl oxygen, further reducing the carbonyl carbon's electron density. Thus, the...
Reactions of α-Halocarbonyl Compounds: Nucleophilic Substitution

