TY - JOUR
T1 - Facile Synthesis of closo-nido Bis(carborane) and Its Highly Regioselective Halogenation
AU - Welch, Alan Jeffrey
AU - Kazakov, Grigiriy
AU - Sivaev, Igor
AU - Suponitsky, Kyrill
AU - Kirilin, Alexey
AU - Bregadze, Vladimir
PY - 2016/3/1
Y1 - 2016/3/1
N2 - 1,1’-Bis(ortho-carborane) undergoes mild deboronation in solution in the presence of water with formation of the [7-(1′,2′-closo-C2B10H11-1′-)-7,8-nido-C2B9H11]- (1) anion. The chlorination of 1 with N-chlorosuccinimide in acetonitrile proceeds highly regioselectively to give [7-(1′,2′-closo-C2B10H11-1′-)-9-Cl-7,8-nido-C2B9H10]- (2) as the main product, whereas its bromination and iodination with elemental halogens results exclusively in [7-(1′,2′-closo-C2B10H11-1′-)-9-X-7,8-nido-C2B9H10]-, X = Br (3) and I (4), respectively. The structure of [Me3NH][7-(1′,2′-closo-C2B10H11-1′-)-9-X-7,8-nido-C2B9H10] was determined by single-crystal X-ray diffraction.
AB - 1,1’-Bis(ortho-carborane) undergoes mild deboronation in solution in the presence of water with formation of the [7-(1′,2′-closo-C2B10H11-1′-)-7,8-nido-C2B9H11]- (1) anion. The chlorination of 1 with N-chlorosuccinimide in acetonitrile proceeds highly regioselectively to give [7-(1′,2′-closo-C2B10H11-1′-)-9-Cl-7,8-nido-C2B9H10]- (2) as the main product, whereas its bromination and iodination with elemental halogens results exclusively in [7-(1′,2′-closo-C2B10H11-1′-)-9-X-7,8-nido-C2B9H10]-, X = Br (3) and I (4), respectively. The structure of [Me3NH][7-(1′,2′-closo-C2B10H11-1′-)-9-X-7,8-nido-C2B9H10] was determined by single-crystal X-ray diffraction.
U2 - 10.1016/j.jorganchem.2016.01.009
DO - 10.1016/j.jorganchem.2016.01.009
M3 - Article
SN - 0022-328X
VL - 805
SP - 1
EP - 5
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
ER -