TRIS(TRIMETHYLSILYL)CYCLOPROPENYLIUM CATION - THE FIRST X-RAY STRUCTURE-ANALYSIS OF AN ALPHA-SILYL-SUBSTITUTED CARBOCATION

Authors
DEMEIJERE A FABER D NOLTEMEYER M BOESE R HAUMANN T MULLER T BENDIKOV M MATZNER E APELOIG Y
Citation
A. Demeijere et al., TRIS(TRIMETHYLSILYL)CYCLOPROPENYLIUM CATION - THE FIRST X-RAY STRUCTURE-ANALYSIS OF AN ALPHA-SILYL-SUBSTITUTED CARBOCATION, Journal of organic chemistry, 61(24), 1996, pp. 8564-8568
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
61
Issue
24
Year of publication
1996
Pages
8564 - 8568
Database
ISI
SICI code
0022-3263(1996)61:24<8564:TC-TFX>2.0.ZU;2-Q
Abstract
The X-ray crystal structure analysis of tris (trimethylsilyl)cycloprop enylium cation 2 is presented and compared with the structure and bond ing properties obtained by quantum mechanical ab initio calculations. The calculated bond lengths for 2 are in good agreement with the exper imentally determined ones. The effect of tris-silyl and tris-methyl su bstitution on the stability of the tris-substituted cyclopropenylium i ons are calculated by using the isodesmic hydride transfer reaction 1. The pK(R)+ value of 2 is predicted to be 4.