1070893-80-9Relevant academic research and scientific papers
Ionic-liquid-promoted decaborane olefin-hydroboration: A new efficient route to 6-R-B10H13 derivatives
Kusari, Upal,Carroll, Patrick J.,Sneddon, Larry G.
, p. 9203 - 9215 (2008)
Unlike in conventional organic solvents where transition metal catalysts are required, decaborane olefin-hydroboration reactions have been found to proceed in biphasic ionic-liquid/toluene mixtures with a wide variety of olefins, including alkyl, alkenyl, halo, phenyl, ether, ester, pinacolborane, ketone, and alcohol-substituted olefins, and these reactions now provide simple high-yield routes to 6-R-B10H13 derivatives. Best results were observed for reactions with bmimX (1-butyl-3-methylimidazolium, X = Cl - or BF4-) and bmpyX (1-butyl-4- methylpyridinium, X = Cl- or BF4-). Both the experimental data for these reactions and separate studies of the reactions of B10H13- salts with olefins indicate a reaction sequence involving (1) the ionic-liquid-promoted formation of the B 10H13- anion as the essential initial step, (2) the addition of the B10H13- anion to the olefin to form a 6-R-B10H12- anion, and finally, (3) protonation of 6-R-B10H12- to form the final neutral 6-R-B10H13 product. The 6-R-B 10H13 derivatives also undergo ionic-liquid-mediated dehydrogenative alkyne-insertion reactions in biphasic bmimCl/toluene mixtures, and these reactions provide high yield routes to 3-R-1,2-R′2-1, 2-C2B10H9 ortho-carborane derivatives.
