Palladium-Catalyzed Long-Range Isomerization of Aryl Olefins

Comprehensive Summary Long-range olefin isomerization could lead to the remote functionalization of hydrocarbon chains, which is advantageous with regards to atom-, step-, and redox economy. However, present methodologies for long-range olefin isomerization are mainly focused on heteroatom directed remote olefin migration; studies using aryl groups as the directing group are limited. The limited examples either utilize aryl olefins with special substituted groups on a benzene ring, or use elaborately optimized ligands or co-catalysts to accelerate the isomerization. A more simple catalytic system for general aryl olefins, without the need for special ligands or co-catalysts, was to be developed. Herein, we report a Pd-catalyzed long-range olefin isomerization (up to 15 units) for general aryl olefins via a 1,2-hydrogen shift mechanism. This methodology provides a simple pathway to long-range olefin isomerization without the participation of special ligands or co-catalysts.

Automated summary

In this study, a Pd-catalyzed long-range olefin isomerization (up to 15 units) for general aryl olefins via a 1,2-hydrogen shift mechanism is reported. This method provides a simple pathway to long-range olefin isomerization without the participation of special ligands or co-catalysts.