Selective Synthesis of <i>N</i>‐Methylanilinooligosilanes

Abstract

Abstract Defined crystalline amino‐substituted organosilanes were prepared by reaction of N ‐methylaniline with 1,1,2,2‐tetrachloro‐1,2‐dimethyldisilane. It is possible to selectively prepare mono‐, di‐, and triaminodisilanes depending on the reactant ratio. The X‐ray structure analyses of 1,2‐dichloro‐1,2‐dimethyl‐1,2‐bis( N ‐methylanilino)disilane ( 2 ), 1‐chloro‐1,2‐dimethyl‐1,2,2‐tris( N ‐methylanilino)disilane ( 3 ), and 1,2‐dimethyl‐1,1,2,2‐tetrakis( N ‐methylanilino)disilane ( 4 ) were performed. The absolute structure of 2 was determined by crystallographic methods. Compound 2 is a useful reagent for preparing a variety of other aminoorganodisilanes like [Me(PhMeN) 2 Si] 2 ( 4 ), [FMe(PhMeN)Si] 2 ( 12 ), [(PhCC)Me(PhMeN)Si] 2 ( 13 ), [( p ‐MeC 6 H 4 )Me(PhMeN)Si] 2 ( 14 ), and [(PhCH 2 )Me(PhMeN)Si] 2 ( 15 ). Other chloroorganooligosilanes also react with N ‐methylaniline to give PhMeN[SiMe 2 ] 2 Cl ( 5 ), PhMeN[SiMe 2 ] 2 NMePh ( 6 ), Cl[SiMe 2 ] 3 NMePh ( 7 ), PhMeN[SiMe 2 ] 3 NMePh ( 8 ), Cl[SiMe 2 ] 4 NMePh ( 9 ), MeClSi[Si(NMePh)ClMe] 2 ( 10 ), and MeSi[Si(NMePh)ClMe] 3 ( 11 ). (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2003)