Synthesis of the first stable pentaco-ordinate 1,2-thiaphosphetene

被引：15

作者：

Kawashima, T ^{[1
]}

Iijima, T ^{[1
]}

Kikuchi, H ^{[1
]}

Okazaki, R ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1999年 / 144卷

关键词：

pentacoordinate; 1; 2-thiaphosphetenes; Wittig reaction; the Martin ligand; thermolysis;

D O I：

10.1080/10426509908039519

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Pentacoordinate 1,2-thiaphosphetenes bearing the Martin ligand were synthesized:by the reaction of the corresponding phosphorus ylide with isophiocyanates. Their mass and NMR spectral data showed that they have 1:2 adducts of the phosphorus ylide and isothiocyanates, which have a distorted trigonal bipyramid with oxygen and sulfur atoms at the apical positions. Thermolysis of the phenyl isothiocyanate adduct gave the corresponding cyclic thiophosphinate as a phosphorus-containing product in almost quantitative yield.

引用

页码：149 / 152

页数：4

共 13 条

[1]

Ager D. J., 1990, ORG REACTIONS, V38, P1, DOI DOI 10.1002/0471264180.0R038.01

[2]

FULDE M, 1989, HELV CHIM ACTA, V72, P138

[3] NEW REAGENTS .24. NEW POSSIBLE APPLICATIONS OF HEAVY MAIN-GROUP ELEMENTS IN ORGANIC-SYNTHESIS [J].

KAUFFMANN, T .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (06) :410-429

[4] Synthesis, structure, and thermolysis of N-apical 1,2 lambda(5)-azaphosphetidines with a pentacoordinate P center and the first observation of their N-equatorial pseudorotamers [J].

Kawashima, T ;

Soda, T ;

Okazaki, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (10) :1096-1098

[5] NOVEL SYNTHETIC ROUTE TO ISOLABLE PENTACOORDINATE 1,2-OXAPHOSPHETANES AND MECHANISM OF THEIR THERMOLYSIS, THE 2ND STEP OF THE WITTIG REACTION [J].

KAWASHIMA, T ;

KATO, K ;

OKAZAKI, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (10) :4008-4010

[6] Synthesis and thermolysis of hexacoordinate 1,2-oxaphosphetanides [J].

Kawashima, T ;

Watanabe, K ;

Okazaki, R .

TETRAHEDRON LETTERS, 1997, 38 (04) :551-554

[7]

Kawashima T, 1996, SYNLETT, P600

[8] Synthesis, structure, and double olefin extrusion of all three diastereomers of 2,2,6,6-tetrakis(4-chlorophenyl)-3,7-dimethyl-4-phenyl-1,5-dioxa-4 lambda(5)-1-phosphaspiro[3.3]heptane [J].

Kawashima, T ;

Okazaki, R ;

Okazaki, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (22) :2500-2502

[9] FROZEN TRANSITION-STATES - PENTAVALENT CARBON ET AL [J].

MARTIN, JC .

SCIENCE, 1983, 221 (4610) :509-514

[10] THE WITTIG OLEFINATION REACTION AND MODIFICATIONS INVOLVING PHOSPHORYL-STABILIZED CARBANIONS - STEREOCHEMISTRY, MECHANISM, AND SELECTED SYNTHETIC ASPECTS [J].

MARYANOFF, BE ;

REITZ, AB .

CHEMICAL REVIEWS, 1989, 89 (04) :863-927

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