KINETICS OF HYDRIDE TRANSFERS FROM CH, SIH, GEH, AND SNH GROUPS TO CARBENIUM IONS

被引：31

作者：

MAYR, H ^{[1
]}

BASSO, N ^{[1
]}

机构：

[1] MED UNIV LUBECK,INST CHEM,W-2400 LUBECK,GERMANY

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 08期

关键词：

D O I：

10.1002/anie.199210461

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

As a hydride donor, tributylstannane is five orders of magnitude more reactive than triphenylsilane as shown in kinetic studies on the hydride-transfer reactions of hydrides of the type HER3 (E = C, Si, Ge, Sn) with diarylcarbenium ions [Eq. (a)]. The reactivity relationship is independent of the electrophilicity of the hydride abstractors and can thus be used as a guide in planning syntheses.

引用

收藏

页码：1046 / 1048

页数：3

相关论文

共 65 条

[1] TRIS(TRIMETHYLSILYL)SILANE (TTMSS) - FORMATION OF CARBON-CENTERED RADICALS FROM 1,3-DITHIOLANES AND 1,3-DITHIANES [J].

ARYA, P ;

SAMSON, C ;

LESAGE, M ;

GRILLER, D .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) :6248-6250

[2]

Augustine R. L., 1968, REDUCTION

[3]

BAHR G, 1978, METHODEN ORG CHEM HO, V13, P451

[4]

BAHR G, 1978, METHODEN ORG CHEM HO, V13, P61

[5] TRIS(TRIMETHYLSILYL)SILANE AS A RADICAL-BASED REDUCING AGENT IN SYNTHESIS [J].

BALLESTRI, M ;

CHATGILIALOGLU, C ;

CLARK, KB ;

GRILLER, D ;

GIESE, B ;

KOPPING, B .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :678-683

[6] BOND-DISSOCIATION ENERGIES IN DMSO RELATED TO THE GAS-PHASE [J].

BORDWELL, FG ;

CHENG, JP ;

JI, GZ ;

SATISH, AV ;

ZHANG, XM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (26) :9790-9795

[7] KINETICS OF HYDRIDE TRANSFER BETWEEN NITROGEN HETEROAROMATIC CATIONS [J].

BUNTING, JW ;

LUSCHER, MA .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1988, 66 (10) :2524-2531

[8] KINETICS OF THE REDUCTION OF THE TROPYLIUM AND XANTHYLIUM CATIONS BY 1,4-DIHYDROPYRIDINE DERIVATIVES [J].

BUNTING, JW ;

CONN, MM .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (04) :537-542

[9] CARBONIUM ION-SILANE HYDRIDE TRANSFER REACTIONS .4. STRUCTURE AND REACTIVITY AT SILICON [J].

CAREY, FA ;

HSU, CLW .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1969, 19 (01) :29-&

[10]

CAREY FA, 1973, INTRASCIENCE CHEM RE, V7, P55

← 1 2 3 4 5 6 7 →