
%0 Journal Article
%A Klass, G 
%A Trenerry, VC 
%A Sheldon, JC 
%A Bowie, JH 
%T An <I>ab initio</I> and ion cyclotron resonance study of the reactions between alkoxide negative ions and silane systems. Stable adduct formation, and nucleophilic displacement reactions
%J Australian Journal of Chemistry
%D 1981/03/01
%V 34
%N 3
%P 519-529
%K 
%R https://doi.org/10.1071/CH9810519
%U https://www.publish.csiro.au/paper/CH9810519 
%X Ab initio LCAO-MO-SCF calculations suggest that reaction of HO-(or MeO-) with silane should proceed through a stable trigonal bipyramidal adduct. Reaction of alkoxide anions with a variety of alkylsilanes in an i.c.r. spectrometer leads to (i) nucleophilic displacement reactions, (ii) stable adducts, (iii) decomposing adducts which collapse to tetrahedral anions by elimination of a neutral molecule, and (iv) proton abstraction reactions. The nucleophilic displacement reaction between MeO- and Me3SiR has been used to produce a variety of R- species, including the allyl, propargyl and benzyl anions. The reactions of these ions with methyl nitrite have been used to show that (i) the benzyl anion does not undergo benzylic hydrogen/phenyl hydrogen scrambling prior to reaction, (ii) the allyl anion reacts as a symmetrical species, and (iii) that hydrogen scrambling does not occur in the propargyl anion, and that C3H3- may either react as HC&#8801;C-CH2- or -HC=C=CH2. 
