97775-86-5Relevant academic research and scientific papers
Palladium-catalyzed cross-coupling reactions of arylboronic acids and 2-I-p-carborane
Eriksson, Ludvig,Beletskaya, Irina P,Bregadze, Vladimir I,Sivaev, Igor B,Sj?berg, Stefan
, p. 267 - 272 (2007/10/03)
p-Carborane has been arylated on the 2-B-atom in high yields, using the Suzuki-Miyaura reaction. Thus the reaction between 2-I-p-carborane and various arylboronic acids [1-naphthyl-, phenyl-, 4-MeO-C6H4-, 3-CH3CONH-C6
Iodination reactions of icosahedral para-carborane and the synthesis of carborane derivatives with boron-carbon bonds
Jiang, Wei,Knobler, Carolyn B.,Curtis, Carol E.,Mortimer, Mark D.,Hawthorne, M. Frederick
, p. 3491 - 3498 (2008/10/08)
Reaction of closo-1,12-C2B10H12 (para-carborane) with 2 molar equiv of ICl in the presence of catalytic quantities of AlCl3 affords closo-1,12-C2B10H10I2 as a mixture of isomers. The 2,9- (2), 2,3- (3), and 2,7-isomers (4) have been isolated and characterized. Reaction of closo-1,12-C2B10H11-2-I (1) with PhMgBr or 2 with RMgBr (R = Me, Ph) in the presence of PdCl2(PPh3)2 and CuI gives high yields of closo-1,12-C2B10H11-2-Ph (6) and closo-1,12-C2B10H10-2,9-R2 (7, R = Me; 8, R = Ph), respectively. Reaction of 1 with HC≡CPh in the presence of PdCl2(PPh3)2 and pyrrolidine yields closo-1,12-C2B10H11-2-C≡CPh (9). Reaction of 1 or 2 with HC≡CSiMe3 under the same conditions affords closo-1,12-C2B10H11-2-C≡CSiMe3 (10) and closo-1,12-C2B10H11-2,9-(C≡CSiMe 3)2 (12) which react with fluoride ion to give closo-1,12-C2B10H11-2-C≡CH (11) and closo-1,12-C2B10H11-2,9-(C≡CH) 2 (13), respectively. The structures of 1, 3, 4, closo-1,12-C2H2B10I10 (5), and 8 have been determined by crystallographic studies. Crystallographic data are as follows: For 1, monoclinic, space group C2/c, a = 10.824(2) ?, b = 9.439(1) ?, c = 21.414(3) ?, β = 102.121(4)°, Z = 8, R = 0.035; for 3, orthorhombic, space group Pmnb, a = 12.868(1) ?, b = 14.144(2) ?, c = 7.069(1) ?, Z = 4, R = 0.038; for 4, monoclinic, space group C2/c, a = 25.039(1) ?, b = 8.1129(4) ?, c = 14.3300(7) ?, β = 122.567(1)°, Z = 8, R = 0.050; for 5, triclinic, space group P1, a = 7.796(1) ?, b = 9.882(2) ?, c = 16.681 (3) ?, α = 91.550(6)°, β = 100.271 (6)°, γ = 110.854(5)°, Z = 2, R = 0.060; for 8, orthorhombic, space group Pcab (Pbca c?ba), a = 8.7706(8) ?, b = 10.559(1) ?, c = 18.081(2) ?, Z = 4, R = 0.067.
