The first silastannene >Si=Sn<:: A new doubly-bonded system of heavier group 14 elements

被引：50

作者：

Sekiguchi, A ^{[1
]}

Izumi, R ^{[1
]}

Lee, VY ^{[1
]}

Ichinohe, M ^{[1
]}

机构：

[1] Univ Tsukuba, Dept Chem, Tsukuba, Ibaraki 3058571, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 50期

关键词：

D O I：

10.1021/ja021077l

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of bis[di-tert-butyl(methyl)silyl]dilithiosilane 1 with dichlorobis(2,4,6-triisopropylphenyl)stannane in THF at room temperature yielded highly air- and moisture-sensitive deep violet crystals of 1,1-bis[di-tert-butyl(methyl)silyl]-2,2-bis(2,4,6-triisopropylphenyl)-1-sila-2-stannaethene 2 with a Si=Sn double bond. The molecular structure of 2 was established by X-ray crystallography, which showed a trans-bent structure (bending angles of 26.2° for the sp2 Si atom and 9.6° for the sp2 Sn atom) with a >Si=Sn< bond length of 2.4188(14) Å and a twisting angle of 34.6°. The geometry and regioselectivity of the addition reaction of PhEH (E = O and S) corresponds to the polarity of the double bond Siδ-=Snδ+, which is also supported by theoretical calculations on the model silastannene (H3Si)2Si=SnPh2. Copyright © 2002 American Chemical Society.

引用

页码：14822 / 14823

页数：2

共 22 条

[1]

[Anonymous], 1998, CHEM ORGANIC SILICON

[2]

Baines K. M., 1996, ADV ORGANOMET CHEM, V39, P275, DOI DOI 10.1016/S0065-3055(08)60470-0

[3] TETRAMESITYLGERMASILENE - THE 1ST RELATIVELY STABLE GERMASILENE AND ITS REARRANGEMENT TO A SILYLGERMYLENE [J].

BAINES, KM ;

COOKE, JA .

ORGANOMETALLICS, 1992, 11 (11) :3487-3488

[4] THERMOLYSIS OF A SILADIGERMIRANE - EVIDENCE FOR THE FORMATION OF A GERMASILENE [J].

BAINES, KM ;

COOKE, JA .

ORGANOMETALLICS, 1991, 10 (10) :3419-3421

[5] A SOLID SILAETHENE - ISOLATION AND CHARACTERIZATION [J].

BROOK, AG ;

ABDESAKEN, F ;

GUTEKUNST, B ;

GUTEKUNST, G ;

KALLURY, RK .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (04) :191-192

[6]

Chaubon M. A., 1996, J CHEM SOC CHEM COMM, P2621

[7] Synthesis and characterisation of the first stable, heteroleptic silylstannylenes [J].

Drost, C ;

Gehrhus, B ;

Hitchcock, PB ;

Lappert, MF .

CHEMICAL COMMUNICATIONS, 1997, (19) :1845-1846

[8] Doubly bonded derivatives of germanium [J].

Escudie, J ;

Ranaivonjatovo, H .

ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 44, 1999, 44 :113-174

[9] FORMATION AND PROPERTIES OF UNSTABLE INTERMEDIATES CONTAINING MULTIPLE P-PI-P PI-BONDED GROUP-4B METALS [J].

GUSELNIKOV, LE ;

NAMETKIN, NS .

CHEMICAL REVIEWS, 1979, 79 (06) :529-577

[10] A new approach to the synthesis of unsymmetrical disilenes and germasilene:: Unusual 29Si NMR chemical shifts and regiospecific methanol addition [J].

Ichinohe, M ;

Arai, Y ;

Sekiguchi, A ;

Takagi, N ;

Nagase, S .

ORGANOMETALLICS, 2001, 20 (20) :4141-4143

← 1 2 3 →

The first silastannene &gt;Si=Sn&lt;:: A new doubly-bonded system of heavier group 14 elements

The first silastannene >Si=Sn<:: A new doubly-bonded system of heavier group 14 elements