Hindered organoboron groups in organic chemistry. 28 The solvolyses of bis(2,6-dimethyl-4-methoxyphenyl)organylboranes, (DMP)2BR

Article abstract of DOI:10.1016/S0040-4020(01)85690-8

Mineral acid catalysed methanolysis of bis (2,6-dimethyl-4-methoxyphenyl)organylboranes (DMP)₂BR, (1), is much faster than that of the corresponding dimesitylorganylboranes, MeS₂BR. This allows for the release of organyl groups from 'overhindred' boranes. It also provides a link between (DMP)₂BR, from which α-carbanions can be produced, and RB(OMe)₂ which do not yield α-carbanions. Solvolyses can be enhanced by the use of glycol, which renders even acetic acid on effective solvolyses catalyst.