125212-51-3Relevant articles and documents
Organosubstituted 2,5-Dihydro-1,2,5-azasilaboroles - Methods of Preparation and Spectroscopic Characterisation
Koester, Roland,Seidel, Guenter,Wrackmeyer, Bernd
, p. 1825 - 1850 (2007/10/02)
The compounds (E)-R22R2'ElIVC(R3)=C(R4)BR25 are prepared from Na34,5BCCR3> with ClElIVR22R2' IV = Si, Ge, Sn> or from R22R2'SiCCR3 with BR34,5 (R4,5 = CH3, C6H5).The substituted silol 1z is obtained from (CH3)2Si(CCCH3)2 and B(C2H5)3, the mixture of (Z/E)-1t from (CH3)3SiCCH and B(C2H5)3. - ClSi(CH3)2C(CH3)=C(C2H5)B(C2H5)Cl (C) reacts with LiN(CH3)2 to form (CH3)2NSi(CH3)2C(CH3)=C(C2H5)B(C2H5)N(CH3)2 (E)-1n. - (E)-1a to (E)-1g or (E)-1aGe and (E)-1aSn add MNH2 (M = Na, K) to yield the compounds MNH2-1, which react to the solid alkaline metal heterocycles M-2 after liberating R2H.From (E)-1a or (E)-1b with LiNH2 the compounds (E)-C2H5CH=CR4Si(CH3)3 (A, B) are obtained. - On heating M-2a to M-2g eliminate R5H (C2H6) and smoothly from the solid compounds M-3, from which the heterocycles (4a-f) are prepared with CH3I.The 1-phenyl derivatives 5a,b are obtained from 4a,b with aniline.M-2c,d react with HCl to give the compounds 6c,d from which 7c,d are formed after C2H6 elimination.The 5-chloro compound 4i is used for the preparation of the heterocycles 4 with R5 = H, C(CH3)3, and N(CH3)2. - All compounds 1-7 are characterized by multinuclear NMR spectroscopy, the volatile compounds 1 and 4-7 also by their mass spectra. - Key Words: Organoboranes, unsaturated / Organosilanes, unsaturated / Aminotriorganoborates / Cyclization / 2,5-Dihydro-organo-1,2,5-azasilaboroles