Silatranes are pentacoordinate silicon derivatives formed from the reaction of trialkanolamines such as triethanolamine with trifunctional silanes such as RSi(OMe)3. This paper describes the synthesis of a number of unusual silatranes bearing halo, acyloxy, siloxy, and hydroxy substituents at the apical silicon site. An effort is made to rationalize the sometimes exceptional chemistry of silatranes and to account for some of the apparent structural requisites for stable transannular dative bonding of nitrogen to silicon. The convenient preparation of polymeric modifications from epoxy functional precursors is also described.
The copper-catalyzed condensation of 2-substituted iodobenzenes with 2-substituted anilines yielded the novel 2,2 ',2' '-trichloro-, trimethyl-, and trimethoxytriphenylamines. Cleavage of the trimethoxy species produced 2,2 ',2' '-nitrilotriphenol which was shown to be an effective chelating agent, reacting with a variety of silanes (ZSiX3) to form monomeric pentacoordinate derivatives, ZSi(OC6H4)3N; related aluminum and titanium chelates were also i_i prepared. The use of o-dianisidine in the above condensation yielded , , ',N '-tetrakis(2-methoxyphenyl)-3,3 'dimethoxybenzidine; cleavage afforded N,N,N',N'-tetrakis(2-hydroxyphenyl)-3,3'-dihydroxybenzidine, a hexaol from which a dimeric pentacoordinate silicon derivative was prepared.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.