2237-45-8Relevant articles and documents
Preparation and reactions of bis(aminoboryl) oxides
Komorowska,Niedenzu,Weber
, p. 289 - 294 (2008/10/08)
Bis(aminoboryl) oxides (=1,3,2-diboroxanes) of the general type [(CH3)2N]RBOBR[N(CH3)2] (1a, R = N(CH3)2; 1b, R = C2H5, 1c, R = C6H5) have been prepared by the controlled hydrolysis of (dimethylamino)chloroboranes, (CH3)2NBClR. The compounds rearrange at elevated temperatures in an equilibrium reaction with the formation of boroxins, (RBO)3, and bis(dimethylamino)boranes, [(CH3)2N]2BR, a reaction that can also be used for the preparation of compounds of type 1. However, irreversible decomposition of 1 by organyl group migration to yield (dimethylamino)diorganylboranes, (CH3)2NBR2, and B,B′,B″-tris(dimethylamino)boroxin, [(CH3)2NBO]3, has also been observed at elevated temperatures. Transamination reactions of 1 have been utilized for the preparation of additional bis(aminoboryl) oxides, e.g., (C4H8N)(C6H5)BOB(C6H 5)(NC4H8) (2, C4H8NH = pyrrolidine), as well as for the synthesis of heterocyclic systems containing an annular BOB group, e.g., O(μ-RBNR′)2CX (4, X = O, S) from the reaction of 1 with (thio)ureas, (R′HN)2CX. The heterocycle O(μ-C2H5BNCH3)2BC 2H5 (3) was obtained from the reaction of 1b with C2H5B(NHCH3)2. Transamination of 1 with amides or aminoboronation reactions with isocyanates gave bicyclic systems (by intramolecular coordination) of the amidoborane, (R′CONR″)RBOBR(NR″COR′) (8), or ureidoborane, [(CH3)2NCONR′]RBOBR[NR′CON(CH 3)2] (6), type, respectively. A triply bridged species containing both three- and four-coordinate boron, RB(μ-NHCH3)(μ-OBRO)(μ-NCH3CHNCH3)BR (10), was obtained from the reaction of 1c with N-methylformamide.
CONTRIBUTIONS TO ORGANOBORON CHEMISTRY. XV. AMINODIPHENYLBORANES
Brown, Charles,Cragg, R. Harry,Miller, Tim J.,Smith, David O'N.
, p. 139 - 149 (2007/10/02)
The synthesis of a series of aminodiphenylboranes is reported together with the results of a detailed study of their 13C NMR spectra.All compounds exhibited peaks assignable to the carbon atom directly bonded to boron when run under appropriate conditions.The 13C spectra of primary aminodiphenylboranes provided further evidence for restricted rotation about the B-N bond.