AN NMR-STUDY OF THE FORMATION OF N-SILYLACETONITRILIUM IONS BY USING TETRAKIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BORATE AS COUNTERANION

被引:33
作者
KIRA, M
HINO, T
SAKURAI, H
机构
关键词
D O I
10.1246/cl.1993.153
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The formation of adducts of silicenium ions with acetonitrile (N-silylacetonitrilium ions) was elucidated by means of NMR spectroscopy during the hydride abstraction from hydrosilanes by trityl TFPB in CD2Cl2 in the presence of excess acetonitrile. The results indicate that acetonitrile is not a non-nucleophilic solvent suitable for formation of free silicenium ions, but stabilizes the ions by complexation giving tetracoordinate silicon species in solution.
引用
收藏
页码:153 / 156
页数:4
相关论文
共 14 条
[1]   THE INTERACTION OF ELECTROPHILIC SILANES (ME3SICLO4, ME3SII, ME3SICF3SO3, ME3SICL) WITH NUCLEOPHILES - THE NATURE OF SILYLATION MIXTURES IN SOLUTION [J].
BASSINDALE, AR ;
STOUT, T .
TETRAHEDRON LETTERS, 1985, 26 (28) :3403-3406
[2]   THE PREPARATION AND OBSERVATION BY SI-29 NMR-SPECTROSCOPY OF SIMPLE, ACYCLIC, 5-CO-ORDINATE SILICON SALTS [J].
BASSINDALE, AR ;
STOUT, T .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (21) :1387-1389
[3]   STRUCTURE OF A 1-1 ADDUCT OF SILYL CHLORIDE AND DIMETHYL ETHER AT 100-K [J].
BLAKE, AJ ;
CRADOCK, S ;
EBSWORTH, EAV ;
FRANKLIN, KC .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (01) :76-78
[4]  
HENSEN K, 1983, ANGEW CHEM INT EDIT, V22, P725, DOI 10.1002/anie.198307251
[5]   CHEMISTRY OF ORGANOSILICON COMPOUNDS .294. SILOXYCARBENIUM TETRAKIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BORATES AND THEIR ROLE IN REACTIONS OF KETONES WITH NUCLEOPHILES [J].
KIRA, M ;
HINO, T ;
SAKURAI, H .
CHEMISTRY LETTERS, 1992, (04) :555-558
[6]   CHEMISTRY OF ORGANOSILICON COMPOUNDS .292. AN NMR-STUDY OF THE FORMATION OF SILYLOXONIUM IONS BY USING TETRAKIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BORATE AS COUNTERANION [J].
KIRA, M ;
HINO, T ;
SAKURAI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (17) :6697-6700
[7]   FREE AND ASSOCIATED TRIMETHYLSILYL CATION IN SOLUTION [J].
LAMBERT, JB ;
MCCONNELL, JA ;
SCHILF, W ;
SCHULZ, WJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (07) :455-456
[8]   THE 1ST SILYLENIUM IONS IN SOLUTION [J].
LAMBERT, JB ;
SCHULZ, WJ ;
MCCONNELL, JA ;
SCHILF, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) :2201-2210
[9]   TRIMETHYLSILYL AND RELATED CATIONS IN SOLUTION [J].
LAMBERT, JB ;
KANIA, L ;
SCHILF, W ;
MCCONNELL, JA .
ORGANOMETALLICS, 1991, 10 (08) :2578-2584
[10]   TETRAKIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BORATE - HIGHLY LIPOPHILIC STABLE ANIONIC AGENT FOR SOLVENT-EXTRACTION OF CATIONS [J].
NISHIDA, H ;
TAKADA, N ;
YOSHIMURA, M ;
SONODA, T ;
KOBAYASHI, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (09) :2600-2604