191419-92-8Relevant academic research and scientific papers
Direct Introduction of a Dimesitylboryl Group Using Base-Mediated Substitution of Aryl Halides with Silyldimesitylborane
Yamamoto, Eiji,Izumi, Kiyotaka,Shishido, Ryosuke,Seki, Tomohiro,Tokodai, Noriaki,Ito, Hajime
, p. 17547 - 17551 (2016/11/28)
The first dimesitylboryl substitution of aryl halides with a silylborane bearing a dimesitylboryl group in the presence of alkali-metal alkoxides is described. The reactions of aryl bromides or iodides with Ph2MeSi?BMes2and Na(OtBu) afforded the desired aryl dimesitylboranes in good to high yields and with high borylation/silylation ratios. Selective reaction of the sterically less-hindered C?Br bond of dibromoarenes provided monoborylated products. This reaction was used to rapidly construct a D-π-A aryl dimesityl borane with a non-symmetrical biphenyl spacer.
BORON PHOTOCHEMISTRY XIV. THE DIMESITYLBORYL GROUP AS AN AUXOCHROME IN DYES: THE SYNTHESIS OF para-SUBSTITUTED DIMESITYLBORYLPHENYLAZONAPHTHOL DYES
Glogowski, M. E.,Williams, J.L.R.
, p. 1 - 8 (2007/10/02)
The dimesitylboryl group is a new auxochrome.This group was evaluated by comparison of 4--1-naphthol (III) with 4--1-naphthol (IV) and of the substituted N--1,3-benzenedisulfonamide (VIIIa) with N--1,3-benzenedisulfonamide (VIIIb).The syntheses of 5-hydroxy-8-(4-dimesitylborylphenylazo)-1-naphthyl amine (IX) and α-propionic acid (X) are reported.The visible spectra of the dimesitylboryl-containing dyes and those of the nitro analogs were similar in shape.The spectral shifts of the dimesitylboryl compounds are as great as those of the corresponding nitro analogs.However, the boryl-substituted dyes required a nondonor medium for alkalinity-induced spectral shifts.As an auxochrome the dimesitylboryl group is roughly equivalent to a nitro group.
