ISSN:
0044-2313
Keywords:
One-pot reactions of tri-t-butoxychlorosilane, K-t-butanolate and substituted anilines. Crystal structure analyses of N-(tri-t-butoxysilyl)-aniline, C18H33NO3Si
;
N-(tri-t-butoxysilyl)-p-nitroaniline, C18H32N2O5Si
;
N-Methyl-(N-tri-t-butoxysilyl)-p-nitroaniline C19H34N2O5Si
;
N-(tri-t-butoxysilyl)-p-cyanoaniline, C19H32N2O3Si
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Formation and Structures of N-(tri-t-butoxysilyl)aniline CompoundsPara-substituted N-(tri-t-butoxysilyl)anilines (t-BuO)3SiNRC4H4X-p, R = H, CH3, with substituents of high electron affinity (X = CN, NO2) were prepared by a one-pot reaction of tri-t-butoxychlorsilane, potassium t-butanolate and substituted anilines. Corresponding compounds with substituents of low electron affinity (X = OMe, H) preferably were prepared by metalation of anilines with sodium amide. Four crystal structures were determined. N-(tri-t-butoxysilyl)-p-nitro-aniline, N-methyl-(N-tri-t-butoxysilyl)-p-nitroaniline and N-(tri-t-butoxysilyl)-p-cyanoaniline crystallize at 298 K monoclinically, N-(tri-t-butoxysilyl)aniline crystallizes orthorhombically.
Notes:
Derivate des para-substituierten N-(Tri-t-butoxysilyl)anilins (t-BuO)3SiNRC6H4X-p, R = H, CH3 mit Substituenten hoher Elektronenaffinität (X = CN, NO2) wurden nach einem neuen Eintopfverfahren aus Tri-t-butoxychlorsilan, Kalium-t-butanolat und dem entsprechend substituierten Anilin dargestellt. Für Substituenten niederer Elektronenaffinität (X = OMe, H) wird die Methode der Metallierung von Anilinen mit Natriumamid bevorzugt. Vier Kristallstrukturen wurden bestimmt. N-(Tri-t-butoxysilyl)-p-nitroanilin, N-Methyl-(N-tri-t-butoxysilyl)-p-nitroanilin und N-(Tri-t-butoxysilyl)-p-cyanoanilin kristallisieren bei 298 K monoklin, N-(Tri-t-butoxysilyl)anilin kristallisiert orthorhombisch.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/zaac.19946200230
