1352731-77-1Relevant articles and documents
Planar, three-coordinate boron monohydrides ligated by Bis(3-methylindolyl) methanes
Song, Bingxu,Kirschbaum, Kristin,Mason, Mark R.
, p. 191 - 196 (2012/04/23)
Reactions of tris(3-methylindolyl)methane, bis(3-methylindolyl)-2- methoxyphenylmethane, and bis(3-methylindolyl)-phenylmethane with THFBH 3 result in hydrogen elimination and yield the corresponding boron monohydride complexes (3-CH3C8H4NH)HC-(3- CH3C8H4N)2BH (6), (2-CH 3OC6H4)HC(3-CH3C8H 4N)2BH (7), and PhHC(3-CH3C8H 4N)2BH (8), respectively. Compositions and structures were confirmed by NMR (1H, 11B, 13C) and IR spectroscopy, elemental analysis, and X-ray crystallography. The molecular structures of 6-8 each possess a trigonal-planar boron atom which resides in the plane of a bidentate diindolylmethane ligand. This planarity, the lack of Lewis acid-base complexation in the presence of THF, and the short B-N distances suggest significant N→B π donation. Thermolysis of 6 did not produce the three-coordinate, pyramidal borane HC(3-CH3C8H 4N)3B or a tripodal, four-coordinate acid-base complex, presumably due to the significant B-N π bonding in 6. The planarity of 6-8 and the isoelectronic relationship of BH to C: suggest that diindolylmethanes may be useful platforms for the preparation of a new family of N-heterocyclic carbenes.