ABOUT THE LI+ COUNTERION EFFECT ON ALPHA-SULFONYL CARBANIONS

被引：64

作者：

GAIS, HJ ^{[1
]}

HELLMANN, G ^{[1
]}

LINDNER, HJ ^{[1
]}

机构：

[1] TH DARMSTADT, INST ORGAN CHEM, W-6100 DARMSTADT, GERMANY

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 1990年 / 29卷 / 01期

关键词：

D O I：

10.1002/anie.199001001

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

To what extent do the structure and dynamics of the α‐sulfonyl carbanion l⊖ depend on the gegenion? As shown by the X‐ray structure analyses of the lithium‐ and tetrabutylammonium salts, these are present in the crystal as a dimer (1⊖/Li⊕ · 2THF)2with an eight‐membered (SOLiO)2ring and as a monomer 1⊕/NBu4 with discrete cations and anions, respectively. In contrast, the CαS rotation barrier of 1⊖ is hardly influenced by NBu 4⊕ (in THF or DMSO) and K⊕ (in DMSO). (Formula Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：100 / 103

页数：4

共 43 条

[1] AVACA LA, 1973, J ELECTROANAL CHEM, V41, P405
[2] DEGREE OF AGGREGATION OF ORGANO-LITHIUM COMPOUNDS BY MEANS OF CRYOSCOPY IN TETRAHYDROFURAN
BAUER, W
SEEBACH, D
[J]. HELVETICA CHIMICA ACTA, 1984, 67 (07) : 1972 - 1988
[3] BAUER W, COMMUNICATION
[4] THE STRUCTURES OF 1,N-BIS(9-LITHIO-9-FLUORENYL)ETHANE.8THF AND 1,N-BIS(9-LITHIO-9-FLUORENYL)HEXANE.8THF AS MODELS FOR SOLVENT-SEPARATED ION-PAIRS
BECKER, B
ENKELMANN, V
MULLEN, K
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (04): : 458 - 460
[5] BECKER B, 1989, ANGEW CHEM, V101, P501
[6] THE ROLE PLAYED BY C-H...O AND C-H...N INTERACTIONS IN DETERMINING MOLECULAR PACKING AND CONFORMATION
BERKOVITCHYELLIN, Z
LEISEROWITZ, L
[J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1984, 40 (APR): : 159 - 165
[7] THE STRUCTURE OF LITHIUM COMPOUNDS OF SULFONES, SULFOXIMIDES, SULFOXIDES, THIOETHERS AND 1,3-DITHIANES, NITRILES, NITRO-COMPOUNDS AND HYDRAZONES
BOCHE, G
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (03): : 277 - 297
[8] BOCHE G, 1989, ANGEW CHEM, V101, P286
[9] VAN DER WAALS VOLUMES + RADII
BONDI, A
[J]. JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) : 441 - +
[10] EQUILIBRIUM ACIDITIES IN DIMETHYL-SULFOXIDE SOLUTION
BORDWELL, FG
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (12) : 456 - 463

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