SHORT INTERMOLECULAR S...S CONTACTS IN A REACTION-PRODUCT FROM THE CYCLIC SULFATE ESTER OF DIMETHYL L-TARTRATE AND 2-THIOXO-1,3-DITHIOLE-4,5-DITHIOLATE

被引:16
作者
OZTURK, T
POVEY, DC
WALLIS, JD
机构
[1] UNIV KENT,CTR MAT RES,CHEM LAB,CANTERBURY CT2 7NH,KENT,ENGLAND
[2] UNIV SURREY,DEPT CHEM,GUILDFORD GU2 5XH,SURREY,ENGLAND
关键词
D O I
10.1016/S0040-4020(01)89422-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclic sulfate ester 6 reacts readily with dithiolate 4 to give meso and dl cyclic products 8 and 9. The crystal structure of 9 shows two short S...S intermolecular interactions (< 3.4 Angstrom) between trithiocarbonate groups, due to cooperative polarisations and the highly asymmetric shape of the bonded S atom. The latter effect is mainly responsible for the 'short' S...S contacts in ET's radical cation salts. In contrast to similar systems, the sp(3) C atoms of the six-membered ring in 9 are displaced to the same side of the dithiole plane.
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页码:11205 / 11212
页数:8
相关论文
共 19 条
[1]   VAN DER WAALS VOLUMES + RADII [J].
BONDI, A .
JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) :441-+
[2]   COMPLEXES OF 2,5,7,9-TETRATHIABICYCLO[4.3.0]NON-1(6)-ENE-8-THIONE (L1) .1. SYNTHESIS AND SB-121 MOSSBAUER SPECTROSCOPIC CHARACTERIZATION OF SBCL3(L1)1.5 CRYSTAL AND MOLECULAR-STRUCTURES OF SBCL3(L1)1.5 AND UNCOMPLEXED-L1 [J].
DREW, MGB ;
KISENYI, JM ;
PARISH, RV .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1987, (07) :1605-1609
[3]   VICINAL DIOL CYCLIC SULFATES - LIKE EPOXIDES ONLY MORE REACTIVE [J].
GAO, Y ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7538-7539
[4]  
HUDSON RF, 1994, UNPUB HETEROCYCLES
[5]   STRUCTURES AND ELECTRICAL-PROPERTIES OF SOME NEW ORGANIC CONDUCTORS DERIVED FROM THE DONOR MOLECULE TMET (S,S,S,S-BIS(DIMETHYLETHYLENEDITHIO)TETRATHIAFULVALENE) [J].
KARRER, A ;
WALLIS, JD ;
DUNITZ, JD ;
HILTI, B ;
MAYER, CW ;
BURKLE, M ;
PFEIFFER, J .
HELVETICA CHIMICA ACTA, 1987, 70 (04) :942-953
[6]   THE CRYSTAL AND MOLECULAR-STRUCTURES OF BIS(ETHYLENEDITHIO)-TETRATHIAFULVALENE [J].
KOBAYASHI, H ;
KOBAYASHI, A ;
SASAKI, Y ;
SAITO, G ;
INOKUCHI, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (01) :301-302
[7]   THE CRYSTAL-STRUCTURES OF 3 PRECURSORS TO ORGANIC DONORS BASED ON BEDT-TTF [J].
LARSEN, S ;
THORSTEINSSON, T ;
BOWADT, S ;
HANSEN, TK ;
VARMA, KS ;
BECHER, J ;
UNDERHILL, AE .
ACTA CHEMICA SCANDINAVICA, 1991, 45 (07) :709-715
[8]   ACIDS HOOCCH(SX)CH(SX)COOH (X = CH2COOH, C6H5) AND THEIR METHYL-ESTERS [J].
LARSSON, E .
JOURNAL FUR PRAKTISCHE CHEMIE, 1979, 321 (02) :267-273
[9]   A NEW PREPARATION OF 5-(ALKYLTHIO)-1,2-DITHIOLE-3-THIONES AND A HIGHLY FUNCTIONALIZED 1,3-DITHIOLE-2-THIONE [J].
LU, FL ;
KESHAVARZK, M ;
SRDANOV, G ;
JACOBSON, RH ;
WUDL, F .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (09) :2165-2169
[10]   STRUCTURES OF 4,5-BIS(METHYLTHIO)-3H-1,2-DITHIOLE-3-THIONE AND 1,2-DITHIOLE-3-THIONE-(5,4-B)-5,6-DIHYDRO-1,4-DITHIIN [J].
MOGENSEN, PK ;
SIMONSEN, O ;
WAINWRIGHT, CE ;
UNDERHILL, AE .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1991, 47 (09) :1905-1908