Tris(trimethylsilyl)cyclopropenylium cation: The first X-ray structure analysis of an alpha-silyl-substituted carbocation

被引：16

作者：

deMeijere, A

Faber, D

Noltemeyer, M

Boese, R

Haumann, T

Muller, T

Bendikov, M

Matzner, E

Apeloig, Y

机构：

[1] UNIV GOTTINGEN, INST ANORGAN CHEM, D-37077 GOTTINGEN, GERMANY

[2] UNIV ESSEN GESAMTHSCH, INST ANORGAN CHEM, D-45117 ESSEN, GERMANY

[3] TECHNION ISRAEL INST TECHNOL, DEPT CHEM, IL-32000 HAIFA, ISRAEL

[4] HUMBOLDT UNIV BERLIN, INST ANORGAN CHEM, D-10115 BERLIN, GERMANY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 24期

关键词：

D O I：

10.1021/jo960478e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The X-ray crystal structure analysis of tris (trimethylsilyl)cyclopropenylium cation 2 is presented and compared with the structure and bonding properties obtained by quantum mechanical ab initio calculations. The calculated bond lengths for 2 are in good agreement with the experimentally determined ones. The effect of tris-silyl and tris-methyl substitution on the stability of the tris-substituted cyclopropenylium ions are calculated by using the isodesmic hydride transfer reaction 1. The pK(R)+ value of 2 is predicted to be 4.

引用

页码：8564 / 8568

页数：5

共 36 条

[1]

APELOIG Y, 1983, J ORG CHEM, V48, P5413, DOI 10.1021/jo00174a600

[2] MOLECULAR-ORBITAL THEORY OF ELECTRONIC-STRUCTURE OF MOLECULES .33. EFFECT OF ALPHA-ELECTROPOSITIVE SUBSTITUENTS ON STABILITIES OF CARBENIUM IONS [J].