Organoboron Compounds

"Organoborane or organoboron compounds are chemical compounds that are organic derivatives of BH₃, for example trialkyl boranes. Organoboron chemistry or organoborane chemistry is the chemistry of these compounds.^[1][2] Organoboron compounds are important reagents in organic chemistry enabling many chemical transformations, the most important one called hydroboration."

"The C-B bond has low polarity (the difference in electronegativity 2.55 for carbon and 2.04 for boron) and therefore alkyl boron compounds are in general stable though easily oxidized. Vinyl groups and aryl groups donate electrons and make boron less electrophilic and the C-B bond gains some double bond character. Like the parent borane, diborane, organoboranes are classified in organic chemistry as strong electrophiles because boron is unable to gain a full octet of electrons. Unlike diborane however, organoboranes do not form dimers."

"Other boranes of interest are carboranes, which are cluster compounds of carbon and boron and borabenzene, the boron equivalent of benzene. The cyclic compound borole, a structural analog of pyrrole, has not been isolated, but substituted derivatives known as boroles are known."