The question of aromaticity in the 1-lithio-1-methyl-1-silafluorenide anion. Evidence for a localized silyl anion

被引:27
作者
Hong, JH [1 ]
Boudjouk, P [1 ]
Stoenescu, I [1 ]
机构
[1] N DAKOTA STATE UNIV,DEPT CHEM,CTR MAIN GRP CHEM,FARGO,ND 58105
关键词
D O I
10.1021/om9509195
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The 1-lithio-1-methyl-1-silafluorenide anion. (2) was prepared in high yield be reductive cleavage of the Si-Si bond from bis(1-methyl-1-silafluorenyl) (3) with lithium in THF at room temperature using ultrasonic waves. Treatment of 2 with trimethylchlorosilane produces 1-methy-1-(trimethylsilyl)-1-silafluorene NMR parameters (H-1, C-13, Si-29) of 2 are consistent with localization of charge on the silicon.
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页码:2179 / 2181
页数:3
相关论文
共 18 条
[1]  
BOUDJOUK P, 1988, ULTRASOUND CHEM PHYS, pCH5
[2]  
BOUDJOUK P, 1987, HIGH ENERGY PROCESSE, V333
[3]  
BOUDJOUK P, 1994, SEND INT S FRONT ORG
[4]   NMR-STUDIES OF PHENYL-SUBSTITUTED GROUP-4 ANIONS - ION-PAIRING AND CHARGE DELOCALIZATION VS PI-POLARIZATION EFFECTS [J].
BUNCEL, E ;
VENKATACHALAM, TK ;
EDLUND, U ;
ELIASSON, B .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (22) :1476-1477
[5]   CARBANION MECHANISMS .14. NMR-STUDIES OF PHENYLSILYL ANIONS - EVALUATION OF ION-PAIRING AND CHARGE-DISTRIBUTION [J].
BUNCEL, E ;
VENKATACHALAM, TK ;
ELIASSON, B ;
EDLUND, U .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (02) :303-306
[6]   C-METHYLATED (GERMACYCLOPENTADIENYL)LITHIUM [J].
DUFOUR, P ;
DUBAC, J ;
DARTIGUENAVE, M ;
DARTIGUENAVE, Y .
ORGANOMETALLICS, 1990, 9 (11) :3001-3003
[7]   LI-7, SI-29, SN-119, AND PB-207 NMR-STUDIES OF PHENYL-SUBSTITUTED GROUP-4 ANIONS [J].
EDLUND, U ;
LEJON, T ;
PYYKKO, P ;
VENKATACHALAM, TK ;
BUNCEL, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (20) :5982-5985
[8]  
Edlund U., 1985, J AM CHEM SOC, V107, P6408, DOI 10.1021/ja00308a051
[9]   SYNTHESIS AND STRUCTURE OF A FREE GERMACYCLOPENTADIENIDE ION - [LI([12]CROWN-4)(2)][C(4)ME(4)GESI(SIME(3))(3)] [J].
FREEMAN, WP ;
TILLEY, TD ;
ARNOLD, FP ;
RHEINGOLD, AL ;
GANTZEL, PK .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17) :1887-1890
[10]   EFFICIENT FORMATION AND CLEAVAGE OF DISILANES BY POTASSIUM-GRAPHITE - SILYLATION WITH SILYL METAL REAGENTS [J].
FURSTNER, A ;
WEIDMANN, H .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 354 (01) :15-21