Dimethylsulfonium fluoren-9-ide: solution structure and dynamic behaviour of a semi-stabilised sulfonium ylide

被引：10

作者：

Aggarwal, VK

Schade, S

Taylor, B

机构：

[1] Department of Chemistry, University of Sheffield, Sheffield

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 19期

关键词：

D O I：

10.1039/a704010e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The semi-stabilised ylide, dimethylsulfonium fluoren-9-ide, has been studied by variable temperature NMR and found to adopt a conformation in which the filled orbital on carbon is perpendicular to the lone pair on sulfur. The rotational barrier (Delta G(double dagger)) around the ylide C-S bond is found to be 42.0 +/- 1.0 kJ mol(-1).

引用

页码：2811 / 2813

页数：3

共 21 条

[1] Direct asymmetric epoxidation of aldehydes using catalytic amounts of enatiomerically pure sulfides
Aggarwal, VK
Ford, JG
Thompson, A
Jones, RVH
Standen, MCH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (29) : 7004 - 7005
[2] NOVEL CATALYTIC CYCLE FOR THE SYNTHESIS OF EPOXIDES FROM ALDEHYDES AND SULFUR YLIDES MEDIATED BY CATALYTIC QUANTITIES OF SULFIDES AND RH-2(OAC)(4)
AGGARWAL, VK
ABDELRAHMAN, H
JONES, RVH
LEE, HY
REID, BD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) : 5973 - 5974
[3] AGGARWAL VK, 1996, CHEM-EUR J, V2, P212
[4] PHOTOLYSIS OF PHENYLDIAZOMETHANES AND DIPHENYLDIAZOMETHANES IN ALKYL AND ALLYLIC SULFIDES
ANDO, W
YAMADA, M
MIGITA, T
MATSUZAK.E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (24) : 3791 - &
[5] Aube J., 1991, COMPREHENSIVE ORGANI, V1, P819
[6] C-13 NMR-SPECTROSCOPY OF SULFONIUM YLIDES
BARBARELLA, G
DEMBECH, P
GARBESI, A
[J]. TETRAHEDRON LETTERS, 1980, 21 (21) : 2109 - 2112
[7] COMPARATIVE QUANTUM CHEMICAL INVESTIGATION OF BONDING IN 1ST AND 2ND ROW YLIDES
BERNARDI, F
SCHLEGEL, HB
WHANGBO, MH
WOLFE, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (17) : 5633 - 5636
[8] THE KINETIC AND MECHANISTIC EVALUATION OF NMR-SPECTRA
BINSCH, G
KESSLER, H
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1980, 19 (06): : 411 - 428
[9] CRYSTAL AND MOLECULAR STRUCTURE OF 2-DIMETHYLSULFURANYLIDENEMALONONITRILE
CHRISTENSEN, AT
WITMORE, WG
[J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1969, B 25 : 73 - +
[10] CRYSTAL STRUCTURE OF 2-DIMETHYLSULFURANYLIDENE-1,3-INDANEDIONE
CHRISTENSEN, AT
THOM, E
[J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1971, B 27 (MAR): : 581 - +

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