Abstract
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 dimesitylboryl 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 π electron back-donation to the empty p orbital on boron in the order aryl ⪡ allenyl ǎlkenyl ǎlkynyl. Allyldimesitylborane does not undergo the expected intramolecular allylic rearrangement in solution at temperatures below 140°C.
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