BORON PHOTOCHEMISTRY. XVI. BASE STABILIZATION OF DIMESITYLBORYL-CONTAINING DYES AND RELATED 11B NMR STUDIES

Article abstract of DOI:10.1016/S0022-328X(00)81948-8

The UV-visible spectral shifts observed from p-dimesitylboryl-containing dyes in alcohol/sodium hydroxide solutions are caused by attack of the base on the boron atom.This attack produces the light-sensitive, tetravalent, "ate" structure.Dyes have been synthesized with 6 methyl groups ortho to the boron.These dyes are stable to base.The 11B NMR spectra of a number of dyes and model compounds containing the dimesitylborylphenyl moiety reveal evidence of adduct formation in donor solvents.No adduct formation occurs when 5 or 6 methyl groups surround the boron atom.