SYNTHESES AND CRYSTAL-STRUCTURE OF 1-LITHIO-2,2-DIPHENYL-1-(PHENYLSULFONYL)ETHENE

被引:13
作者
MULLER, J [1 ]
NEUBURGER, M [1 ]
ZEHNDER, M [1 ]
机构
[1] UNIV BASEL,INST ANORGAN CHEM,CH-4056 BASEL,SWITZERLAND
关键词
D O I
10.1002/hlca.19950780308
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Crystals of [1-lithio-2,2-diphenyl-1-(phenylsulfonyl)ethene]-N,N,N',N'-tetramethylethylethylenediamine (2/2)(2) were prepared by addition of BuLi to 1,1-diphenyl-2-(phenylsulfonyl)ethene (1) in the presence of N, N, N',N'-tetramethylethylenediamine (TMEDA) at low temperature. The X-ray structure analysis shows a centrosymmetric dimer bridged over an eight-membered (Li-O-S-O)(2) ring. There are no Li-C contacts to the C(alpha) atoms. Both Li cations ar tetracoordinated via the sulfonyl O-atoms and the N-atoms of the TMEDA ligand. The X-ray structure analysis of 1,1-diphenyl-2-(phenylsulfonyl)ethene (1) also was determined to compare interatomic distances and angles.
引用
收藏
页码:615 / 618
页数:4
相关论文
共 33 条
[1]  
ALTOMARE A, 1994, UNPUB J APPL CRYSTAL
[2]  
[Anonymous], 1985, ANGEW CHEM, V97, P865
[3]  
[Anonymous], 1985, ANGEW CHEM INT EDIT, V97, P577
[4]   X-RAY STRUCTURE DETERMINATION OF [ALPHA-(PHENYLSULFONYL)BENZYLLITHIUM-TETRAMETHYLETHYLENEDIAMINE]2 - CHIRALITY OF AN ALPHA-SULFONYL CARBANION [J].
BOCHE, G ;
MARSCH, M ;
HARMS, K ;
SHELDRICK, GM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (07) :573-575
[5]   ALPHA-OXYGEN-SUBSTITUTED ORGANOLITHIUM COMPOUNDS AND THEIR CARBENOID NATURE - REACTIONS WITH RLI AND OTHER NUCLEOPHILES, EXPERIMENTAL AND IGLO-CALCULATED C-13-NMR SHIFTS OF THE CARBENOID-C ATOM [J].
BOCHE, G ;
BOSOLD, F ;
LOHRENZ, JCW ;
OPEL, A ;
ZULAUF, P .
CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (08) :1873-1885
[6]   ALPHA-OXYGEN-SUBSTITUTED ORGANOLITHIUM COMPOUNDS AND THEIR CARBENOID NATURE - CALCULATIONS OF THE CONFIGURATIONAL STABILITY AND OF LICH2OH MODEL STRUCTURES, CRYSTAL-STRUCTURE OF DIPHENYL(TRIMETHYLSILYLOXY)METHYLLITHIUM.3 THF, AND THE STEREOCHEMISTRY OF THE (REVERSE) BROOK REARRANGEMENT [J].
BOCHE, G ;
OPEL, A ;
MARSCH, M ;
HARMS, K ;
HALLER, F ;
LOHRENZ, JCW ;
THUMMLER, C ;
KOCH, W .
CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (10) :2265-2273
[7]  
BOCHE G, 1993, ANGEW CHEM INT EDIT, V32, P1033
[8]  
BOCHE G, 1993, ANGEW CHEM, V105, P1032
[9]   ACIDITIES OF SULFOXIMINES AND RELATED OXOSULFONIUM CATIONS - CYCLOPROPYL EFFECTS AND STRUCTURES OF ALPHA-SULFONYL-TYPE CARBANIONS [J].
BORDWELL, FG ;
BRANCA, JC ;
JOHNSON, CR ;
VANIER, NR .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (19) :3884-3889
[10]   THEORETICAL-STUDY OF CARBANIONS AND LITHIUM-SALTS DERIVED FROM DIMETHYL SULFONE [J].
BORS, DA ;
STREITWIESER, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (07) :1397-1404