
TY  - JOUR
A1  - Klass, G 
A1  - Trenerry, VC 
A1  - Sheldon, JC 
A1  - Bowie, JH 
T1  - 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
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1981
VL  - 34
IS  - 3
SP  - 519
EP  - 529
KW  - 
UR  - https://doi.org/10.1071/CH9810519 
N2  - 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. 
ER  -

