phenylborane

Phenylborane is an organoboron compound with the chemical formula C6H5BH2. It is a colorless liquid and is considered a highly reactive species. Phenylborane belongs to the class of boranes, which are compounds containing boron and hydrogen. The phenyl group, a benzene ring attached to a carbon atom, is bonded to a boron atom that is also bonded to two hydrogen atoms.

Phenylborane is primarily used as a reagent in organic synthesis. It serves as a precursor for the synthesis of other organoboron compounds, particularly arylboronic acids and their derivatives. These compounds are invaluable in cross-coupling reactions, such as the Suzuki-Miyaura coupling, which are widely employed for the formation of carbon-carbon bonds. Phenylborane can also participate in hydroboration reactions, adding across carbon-carbon double or triple bonds. Due to its reactivity, it is often generated in situ or handled under inert atmosphere conditions to prevent decomposition or unwanted side reactions. Its applications extend to areas like medicinal chemistry and materials science where the introduction of phenylboron functionalities is desired.