The first isolable 2-silenolate

被引：44

作者：

Guliashvili, T

El-Sayed, I

Fischer, A

Ottosson, H

机构：

[1] Uppsala Univ, Inst Chem, Dept Organ Chem, S-75124 Uppsala, Sweden

[2] Royal Inst Technol, Dept Chem Inorgan Chem, S-10044 Stockholm, Sweden

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 14期

关键词：

electronic structure; silenes; silenolates; silicon;

D O I：

10.1002/anie.200250400

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reversed Si=C bond polarity is displayed by the first isolable 2-silenolate. [(TMS)2SiC(O)tBu]-K+, which is thermally stable at room temperature and structurally characterized by X-ray crystallography, contains a C=O double bond and a Si-C single bond with a strongly pyramidal Si center. These results in combination with NMR spectroscopic and atomic-charge data indicate that resonance structure II domincates the electronic structure. TMS = trimethylsilyl.

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页码：1640 / 1642

页数：3

相关论文

共 31 条

[1] SUBSTITUENT EFFECTS ON THE CARBON SILICON DOUBLE-BOND - MONOSUBSTITUTED SILENES [J].

APELOIG, Y ;

KARNI, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (22) :6676-6682

[2] The equilibrium structure of silene H2C=SiH2 from millimeter wave spectra and from ab initio calculations [J].

Bailleux, S ;

Bogey, M ;

Demaison, J ;

Burger, H ;

Senzlober, M ;

Breidung, J ;

Thiel, W ;

Fajgar, R ;

Pola, J .

JOURNAL OF CHEMICAL PHYSICS, 1997, 106 (24) :10016-10026

[3] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[4]

BERTHIER G, 1966, CHEM CARBONYL GROUP, V1, P1

[5] SILA-ENOLATE AND GERMA-ENOLATE ANIONS - THE REACTION OF ACYLGERMANES WITH TRIETHYLGERMYLLITHIUM [J].

BILTUEVA, IS ;

BRAVOZHIVOTOVSKII, DA ;

KALIKHMAN, ID ;

VITKOVSKII, VY ;

SHEVCHENKO, SG ;

VYAZANKIN, NS ;

VORONKOV, MG .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 368 (02) :163-165

[6] α,ω-bis(potassiosilyl)alkanes.: Synthesis and characterization of [K(18-crown-6)]2[(Me3Si)2Si(CH2)nSi(SiMe3)2] [J].

Blanton, JR ;

Diminnie, JB ;

Chen, TN ;

Wiltz, AM ;

Xue, ZL .

ORGANOMETALLICS, 2001, 20 (26) :5542-5546

[7] A NOVEL ROUTE TO THE TRISILACYCLOBUTANE MOIETY - A POSSIBLE SILENE DISILENE REACTION [J].

BRAVOZHIVOTOVSKII, D ;

APELOIG, Y ;

OVCHINNIKOV, Y ;

IGONIN, V ;

STRUCHKOV, YT .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 446 (1-2) :123-129

[8]

Brook A. G, 1996, ADV ORGANOMET CHEM, V39, P71, DOI DOI 10.1016/S0065-3055(08)60466-9

[9]

Caine D., 1991, COMPREHENSIVE ORGANI, V3

[10] Evidence for formation of silenes strongly influenced by reversed Si=C bond polarity [J].

El-Sayed, I ;

Guliashvili, T ;

Hazell, R ;

Gogoll, A ;

Ottosson, H .

ORGANIC LETTERS, 2002, 4 (11) :1915-1918

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