Abstract
Abstract Photoreactivity of three-coordinate triarylboranes bearing a neighboring Lewis base moiety was investigated. o-Anisyldimesitylborane underwent skeletal rearrangement under photoirradiation conditions to give (2-benzyl-4,6-dimethylphenyl)mesitylborinic acid after hydrolysis. Experimental studies and theoretical calculations supported that the reaction proceeded via a triplet excited state to form a spiro boracycle intermediate through C–H abstraction and radical coupling. This study disclosed unique difference in photoreactivity of triarylboranes depending on the neighboring Lewis base moiety.
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