Charge Transfer Complex-Enabled Synthesis of (Hetero)arylated m-Carboranes from m-Carborane Phosphonium Salts

A photoinduced charge transfer complex (CTC)-enabledphotoreductionof carborane phosphonium salts for the cage carbon (hetero)arylationof carboranes was developed. It offers a convenient approach for introducinga wide range of aryl and heteroaryl groups, such as pyrroles, thiophenes,indoles, thianaphthenes, benzofurans, pyridines, and benzenes, intocarboranes. This strategy offers operational simplicity, mild reactionconditions, and a broad substrate scope, making it highly advantageous.

Automated summary

A photoinduced charge transfer complex (CTC) was used to enable photoreduction of carborane phosphonium salts for the cage carbon (hetero)arylation of carboranes. This method offers a convenient approach for introducing a wide range of aryl and heteroaryl groups into carboranes, such as pyrroles, thiophenes, indoles, thianaphthenes, benzofurans, pyridines, and benzenes. It is characterized by operational simplicity, mild reaction conditions, and a broad substrate scope.