LOW-TEMPERATURE H-1, C-13, SE-77, AND TE-125 NMR-STUDIES ON THE APICAL-APICAL LIGAND-EXCHANGE VIA THE HYPERVALENT TELLURIUM AND SELENIUM ATE COMPLEXES [10-M-3(C3), M=SE, TE] IN THE REACTIONS OF DIARYL TELLURIDES AND SELENIDES WITH ARYLLITHIUM REAGENTS

被引:10
作者
MASUTOMI, Y
FURUKAWA, N
ERATA, T
机构
[1] UNIV TSUKUBA,DEPT CHEM,TSUKUBA,IBARAKI 305,JAPAN
[2] UNIV TSUKUBA,INST APPL PHYS,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1002/hc.520060107
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pentafluorophenyl phenyl telluride (1) and 3,5-dichloro-2,4,6-trifluorophenyl phenyl telluride (2) react with pentafluorophenyllithium or 3,5-dichloro-2,4,6-trifluorophenyllithium in THF at low temperatures to form the corresponding tellurium ate complexes (A) and (B) as sole intermediates in the ligand exchange on the hypervalent tellurium atom. The corresponding selenides (3) and (4) also react with identical aryllithium reagents in THF to form the discrete intermediates, selenium ate complexes (C) and (D), in the exchange reactions. In these ligand exchange reactions of tellurides and selenides, electron-withdraw ing ligands occupy the apical positions and the exchange lakes place between these apical-oriented groups. The low-temperature H-1, C-13, Se-77, and Te-125 NMR spectroscopic techniques are effective methods for detection of unstable tellurium and selenium ate complexes.
引用
收藏
页码:19 / 27
页数:9
相关论文
共 45 条
[1]  
ANCIAUX A, 1975, TETRAHEDRON LETT, V19, P1617
[2]   DIRECTIVE EFFECTS IN AROMATIC SUBSTITUTION .30. ELECTROPHILIC SUBSTITUENT CONSTANTS [J].
BROWN, HC ;
OKAMOTO, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (18) :4979-4987
[3]   DIRECTIVE EFFECTS IN AROMATIC SUBSTITUTIONS .14. SUBSTITUENT CONSTANTS FOR AROMATIC SUBSTITUTION [J].
BROWN, HC ;
OKAMOTO, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (08) :1913-1917
[4]  
BROWN HC, 1957, J ORG CHEM, V22, P485
[5]  
DOMOLLIES A, 1989, J AM CHEM SOC, V111, P5623
[6]   SYNTHESIS OF OLEFINS FROM ALPHA-SILYL CARBANIONS AND CARBONYL-COMPOUNDS [J].
DUMONT, W ;
KRIEF, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1976, 15 (03) :161-161
[7]   CLEAVAGE OF SELENIUM-COMPOUNDS BY BUTYLLITHIUM - NEW, REGIOSPECIFIC, ALLYL ALCOHOL SYNTHON [J].
DUMONT, W ;
BAYET, P ;
KRIEF, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1974, 13 (12) :804-806
[8]  
FRANZEN V, 1961, LIEBIGS ANN CHEM, V643, P24
[9]   EXTREMELY FACILE LIGAND-EXCHANGE AND DISPROPORTIONATION REACTIONS OF DIARYL SULFOXIDES, SELENOXIDES, AND TRIARYLPHOSPHINE OXIDES WITH ORGANOLITHIUM AND GRIGNARD-REAGENTS [J].
FURUKAWA, N ;
OGAWA, S ;
MATSUMURA, K ;
FUJIHARA, H .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (22) :6341-6348
[10]  
GJERGJI S, 1990, J AM CHEM SOC, V112, P1407