Issue 17, 2024

Chelation-assisted α and β C–H functionalization of aryl alkenes with alkynes and alkenes

Abstract

The α C–H alkenylation of trans- and cis aryl alkenes through hydroalkenylation of alkynes was demonstrated to be proceeded by the formation of a six-membered exo-palladacycle, affording a wide range of conjugated dienes with an excellent E/Z ratio selectivity. Moreover, the oxidative β C–H alkenylation of dienes using alkenes was investigated to produce conjugated trienes through a seven-membered endo-palladacycle. The chemical derivation and photophysical properties of polyene products were also investigated.

Graphical abstract: Chelation-assisted α and β C–H functionalization of aryl alkenes with alkynes and alkenes

Supplementary files

Article information

Article type
Research Article
Submitted
27 Feb 2024
Accepted
03 Jul 2024
First published
18 Jul 2024

Org. Chem. Front., 2024,11, 4862-4868

Chelation-assisted α and β C–H functionalization of aryl alkenes with alkynes and alkenes

C. Zhang, Y. Lin, Y. Zhu, C. Peng, B. Lv, L. Zhao, G. Zhong, J. Wei and J. Zhang, Org. Chem. Front., 2024, 11, 4862 DOI: 10.1039/D4QO00325J

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