On the reaction of Meldrum's acid with sulfur dichloride -: Synthesis and properties of an uncommon 1,3-dithietane

被引：8

作者：

Kuhn, N ^{[1
]}

Al-Sheikh, A ^{[1
]}

Maichle-Mösser, C ^{[1
]}

Steimann, M ^{[1
]}

Ströbele, M ^{[1
]}

机构：

[1] Univ Tubingen, Inst Anorgan Chem, D-72076 Tubingen, Germany

来源：

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE | 2004年 / 630卷 / 11期

关键词：

heterocycles; sulfur; phosphorus; Zwitterionic compounds; crystal structure;

D O I：

10.1002/zaac.200400231

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The 1.3-dithietane {MelS}(2) (8) is obtained from Meldrum's acid MelH(2) (1, Mel = C6H6O4) and sulphur dichloride in good yield. 8 reacts with the nucleophiles PPh3 and 2,3-dihydro1.3-diisopropyl-4,5-dimethylimidazol-2-ylidene (12, Im) to give the zwitterionic compounds Mel-S-PPh3 (11) and Mel-S-Im (13). Aqueous ammonia gives the dianionic disulfide (NH4)(2)[Mel-S-S-Mel] (14). The crystal structures of 8, 11, and 14 are discussed.

引用

页码：1659 / 1664

页数：6

共 28 条

[1] 1,3-DISELENETANES AND 1,3-DITHIETANES DERIVED FROM CAMPHOR - FORMATION, STRUCTURE, STEREOCHEMISTRY, AND OXIDATION TO SELENOXIDE AND SULFOXIDE PRODUCTS [J].

BACK, TG ;

DYCK, BP ;

PARVEZ, M .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) :703-710

[2]

BATSANOV SAS, 1992, METALLOORG KHIM, V5, P985

[3]

BERGER S, 1993, NMR SPEKTROSKOPIE NI, V3, P561

[4]

BLAKE AJ, 2003, J CHEM SOC P2

[5]

BLAKE BAJ, 1990, J CHEM RES, V20, P1321

[6]

Block E, 1997, SYNLETT, P525

[7] CRYSTAL-STRUCTURE OF 1,1,3,3-TETRACHLORO-2,4-DITHIACYCLOBUTANE, (THIOPHOSGENE DIMER), C2CL4S2 [J].

BOESE, R ;

BLASER, D ;

STELLBERG, P .

ZEITSCHRIFT FUR KRISTALLOGRAPHIE, 1993, 206 :308-309

[8] INSITU GENERATION OF PH3P=C(CF3)2 - FACILE ONE POT CONVERSION OF ALDEHYDES TO BIS-TRIFLUOROMETHYL OLEFINS [J].

BURTON, DJ ;

INOUYE, Y .

TETRAHEDRON LETTERS, 1979, 20 (36) :3397-3400

[9] SYNTHESIS OF ISOPROPYLIDENE MALONATE SUBSTITUTED HETEROCYCLIC KETENE N-ACETALS [J].

HUANG, ZT ;

SHI, X .

SYNTHETIC COMMUNICATIONS, 1990, 20 (09) :1321-1331

[10] Synthesis, crystal and molecular structure and dynamic behaviour of new dimethyldioxanedione based inherently dissymmetric overcrowded alkenes. [J].

Huck, NPM ;

Meetsma, A ;

Zijlstra, R ;

Feringa, BL .

TETRAHEDRON LETTERS, 1995, 36 (51) :9381-9384

← 1 2 3 →