REACTION OF (ME3SI)2C(SIME2PH)(SIET2I) WITH AGBF4 - 1,3-MIGRATION OF THE PHENYL GROUP

被引:11
作者
EABORN, C
LICKISS, PD
NAJIM, ST
STANCZYK, WA
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1993年 / 01期
关键词
D O I
10.1039/p29930000059
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of (Me3Si)2C(SiMe2Ph)(SiEt2I) with AgBF4 in Et2O has been shown to give a ca. 2:3 ratio of the unrearranged (Me3Si)2C(SiMe2Ph)(SiEt2F) and the rearranged (Me3Si)2C(SiEt2Ph)-(SiMe2F). The reaction is thought to proceed via a cation, II, in which there is a 1,3-phenyl bridge between silicon atoms. Reaction of the organolithium reagent (Me3Si)2C(SiMe2Ph)Li, R'Li, with Me2SiHCl, Et2SiHCl, Et2SiF2 and Et2SiCl2 gives the products R'SiMe2H, R'SiEt2H, R'SiEt2F and R'SiEt2Cl, respectively.
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页码:59 / 62
页数:4
相关论文
共 11 条
[1]   ANCHIMERIC ASSISTANCE BY AND MIGRATION OF THE VINYL GROUP IN REACTIONS OF STERICALLY HINDERED ORGANOSILICON COMPOUNDS OF THE TYPE (ME3SI)2C(SIME2CH=CH2)(SIR2X) [J].
AYOKO, GA ;
EABORN, C .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (08) :1047-1058
[2]  
BASSINDALE AR, 1989, CHEM ORGANIC SILICON, P880
[3]   A CARBOCATIONIC 1,3-ALKENYL SHIFT [J].
BAUML, E ;
KOLBERG, G ;
MAYR, H .
TETRAHEDRON LETTERS, 1987, 28 (04) :387-390
[4]   TRIS(TRIMETHYLSILYL)METHYL!LITHIUM - AN ALKYLLITHIUM COMPOUND OF UNUSUAL STABILITY [J].
COOK, MA ;
EABORN, C ;
JUKES, AE ;
WALTON, DRM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1970, 24 (03) :529-&
[5]   REACTIONS AT SILICON CENTERS BEARING THE BULKY TRIS(PHENYLDIMETHYLSIYL)METHYL LIGAND [J].
EABORN, C ;
MANSOUR, AI .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (05) :729-735
[6]   1,3-MIGRATION OF A PHENYL GROUP VIA A SILICOCATION [J].
EABORN, C ;
LICKISS, PD ;
NAJIM, ST ;
STANCZYK, WA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (19) :1461-1462
[7]   THE REACTIONS OF "[TRIS(TRIMETHYLSILYL)METHYL]SILICON HALIDES AND HYDRIDES WITH ELECTROPHILIC REAGENTS [J].
EABORN, C ;
HAPPER, DAR ;
HOPPER, SP ;
SAFA, KD .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 188 (02) :179-192
[8]  
EABORN C, IN PRESS J CHEM S P2
[9]  
EABORN C, 1985, ORGANOSILICON BIOORG, P123
[10]  
OLAH GA, 1987, HYPERCARBON CHEM, P41