88636-24-2Relevant articles and documents
N-Substituted 4,5-Diethyl-2,5-dihydro-2,2,3-trimethyl-1,2,5-azasilaboroles - Preparation and Characterization
Koester, Roland,Seidel, Guenter,Boese, Roland,Wrackmeyer, Bernd
, p. 669 - 684 (2007/10/02)
(Z)-3-(-Diethylboryl)-2-(trimethylsilyl)-2-pentene (B), obtainable from sodium triethyl-1-propynylborate (A) and chlorotrimethylsilane, reacts with alkaline metal amides MNH2 (M = Na, K) under elimination of methane to give the alkaline metal 4,5,5-triethyl-2,5-dihydro-2,2,3-trimethyl-1,2,5-azoniasilaboratoles C1 and C2.On warming, C1 and C2 eliminate ethane to form 1-alkaline metal-4,5-diethyl-2,5-dihydro-2,2,3-trimethyl-1,2,5-azasilaboroles .From 1a the NH compounds 2a are obtained with HCl/ether and the NCH3 compound 2b with CH3I. 1a reacts with the chlorides (CH3)3SiCl, (CH3)2SiCl2, CH3SiCl3, SiCl4, (CH3)3GeCl, (C6H5)3GeCl, (CH3)3SnCl, (C6H5)2PCl, (C6H5)2AsCl, (C2H5)2BCl, C8H14BCl, AlCl3, (C2H5)2AlCl, FeCl2, or CoCl2 to give the N-heteroatom-substituted heterocycles 2: R = Al(C2H5)2>, ; (12)2: R' = Fe; (13)2: R' = Co>, and , 4b-4b-4b: R'' = >.From 2b and primary aliphatic or aromatic amines H2NR and diamines H2N-R'-NH2 (R': -2-, -6-, -1,4-C6H4-, 2-H2NC6H4-) are obtained the corresponding N-substituted heterocycles with R = C8H17 (2d), CHC6H5 (2e), C6H5 (3a), 2-H2NC6H4 (3b) or with R' = -- (2a-2a), -6- (2c-2c), and -1,4-C6H4- (3a-3a) under transamination. 2b and monoorganohydrazines H2N-NHR (R = CH3, C6H5) react under transamination to give mixtures of 7a or b together with the isomeric 5,6-diethyl-1(2)-organo-1,2,3,6-tetrahydro-3,3,4-trimethyl-1,2,3,6-diazasilaborines 14a, 14'a, and 14b.The structure of (12)2 is determined by an X-ray analysis.
