Synthesis, Characterization and Reactivity of a Novel Six-Membered 1-Isothiocyanato Silatrane

Abstract

The 1-isothiocyanato silatrane, NCSSi[(OC6 H 2 Me 2)CH 2]3 N (1), with the silicon atom incorporated in a six-membered ring has been synthesized in high yield by transetherification reaction of triethoxyisothiocyanato silane with tris-(2-hydroxy-3,5-dimethylbenzyl)amine. The new silatrane (compound 1) reacts with Lewis acids and bases without losing its stability and forms adducts like N[CH2(Me 2 C 6 H 2 O)] SiNCS· AgNO 3 (2), N[CH2(Me 2 C 6 H 2 O)] SiNCS· TiCl 4 (3), N[CH2(Me 2 C 6 H 2 O)] SiNCS· SnCl 4 (4), and √N[CH2(Me 2 C 6 H 2 O)] SiNCS· Et 2 NH (5). The novel silatrane, and its adducts have been characterized by elemental analysis, infrared spectroscopy, 1 H, 13 C, and 29 Si NMR spectroscopy, as well as by mass spectrometry.