78554-11-7Relevant 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
supporting information, 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.
DIMESITYLBORYL COMPOUNDS. V. ARYL, ETHENYL, ALLENYL, PHENYLETHYNYL AND ALLYL DERIVATIVES
Brown, N.M.D.,Davidson, F.,Wilson, J.W.
, p. 1 - 11 (2007/10/02)
Trimesitylborane, five aryldimesitylboranes, ethenyl, allenyl, phenylethynyl and allyldimesitylboranes have been synthesised and characterised by their 1H, 11B and 13C NMR spectra. A set of 13C chemical shift shielding parameters for the dimesitylborynyl group have been obtained which allow the assignment of 13C resonances in meta- and para-substituted aryldimesitylboranes. On the basis of 13C and 11B chemical shift data it is concluded that the unsaturated ligands stabilise these systems by ? electron back-donation to the empty p orbital on boron in the order aryl allenyl alkenyl alkynyl. Allyldimesitylborane does not undergo the expected intramolecular allylic rearrangement in solution at temperatures below 140 deg C.
