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Reactions of bis(alkynyl)silanes with HB(C6F5)2: Formation of boryl-substituted silacyclobutene derivatives
Authors:Juri Ugolotti
Affiliation:Organisch-Chemisches Institut der Universität Münster, Corrensstrasse 40, 48149 Münster, Germany
Abstract:Treatment of R2Si(Ctriple bond; length of mdashC-SiMe3)2 [1a (Me), 1b (Ph)] with HB(C6F5)2 at low temperature (253 K (a), 273 K (b)) gives the -B(C6F5)2 substituted silacyclobutene products (4a,b) under kinetic control. Upon warming to room temperature they disappear to form the thermodynamically favoured isomeric silole derivatives (2a,b). Similar treatment of Me2Si(Ctriple bond; length of mdashC-R1)2 [5a (R1 = Ph), 5b (R1 = tert-butyl) with HB(C6F5)2 at room temperature gave the stable -B(C6F5)2 substituted silacyclobutene derivatives 6 and 7, respectively. Subsequent photolysis resulted in a Z- to E-isomerization of the substituted exocyclic Cdouble bond; length as m-dashC double bonds in these products. The silacyclobutene derivative E-6 was characterized by an X-ray crystal structure analysis.
Keywords:Silicon   Boron   Hydroboration   Carboboration   Photolysis
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