Litcius/Paper detail

Photoinduced Difunctionalization of Diazenes Enabled by N–N Radical Coupling

Yu‐Shi Jiang, Shanshan Li, Xue-Ling Luo, Li-Ning Chen, Danna Chen, Peng‐Ju Xia

2023Organic Letters29 citationsDOI

Abstract

In this study, a metal-free difunctionalization strategy for diazenes was developed using a range of bifunctionalization reagents. This strategy involves a unique N(sp 3 )–N(sp 2 ) radical coupling between the hydrazine radical and the imine radical. More than 30 triazane core motifs were constructed by installing imines and various functional groups, including alkyl, phenyl, cyanoalkyl, and sulfonyl groups, on both ends of the nitrogen–nitrogen bond of diazenes in an efficient manner.

Topics & Concepts

ChemistrySulfonylReagentHydrazine (antidepressant)ImineAlkylRadical initiatorNitrogenCombinatorial chemistryMedicinal chemistryPhotochemistryOrganic chemistryPolymer chemistryCatalysisMonomerChromatographyPolymerRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsFluorine in Organic Chemistry