HYDROBORATION WITH BORON HALIDES AND TRIALKYLSILANES

被引:66
作者
SOUNDARARAJAN, R [1 ]
MATTESON, DS [1 ]
机构
[1] WASHINGTON STATE UNIV,DEPT CHEM,PULLMAN,WA 99164
关键词
D O I
10.1021/jo00295a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mixtures of alkenes and trialkylsilanes added to boron trichloride at −78°C result in quantitative hydroboration, presumably via dichloroborane, to alkyldichloroboranes, which with trialkylsilanes at 25°C hydroborate alkenes to dialkylchloroboranes. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:2274 / 2275
页数:2
相关论文
共 22 条
[1]  
ATTRIDGE CJ, 1966, J CHEM SOC CHEM COMM, P911
[2]   MECHANISM OF HYDROBORATION OF ALKENES BY DIBROMOBORANE METHYL SULFIDE - REMARKABLE CATALYSIS OF THE REACTION BY SMALL QUANTITIES OF BORON TRIBROMIDE [J].
BROWN, HC ;
CHANDRASEKHARAN, J .
ORGANOMETALLICS, 1983, 2 (09) :1261-1263
[4]   HYDROBORATION .41. HYDROBORATION OF ALKENES AND ALKYNES WITH DICHLOROBORANE ETHERATES - CONVENIENT PROCEDURES FOR PREPARATION OF ALKYLDICHLOROBORANES AND ALKENYLDICHLOROBORANES AND THEIR DERIVATIVES [J].
BROWN, HC ;
RAVINDRAN, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (07) :1798-1806
[5]   MOLECULAR ADDITION-COMPOUNDS .3. REDISTRIBUTION OF BORANE-METHYL SULFIDE WITH BORON TRICHLORIDE-METHYL SULFIDE AND BORON TRIBROMIDE-METHYL SULFIDE AS CONVENIENT ROUTES TO CORRESPONDING HALOBORANE-METHYL SULFIDES [J].
BROWN, HC ;
RAVINDRAN, N .
INORGANIC CHEMISTRY, 1977, 16 (11) :2938-2940
[6]   UNUSUAL KINETICS FOR THE HYDROBORATION OF ALKENES WITH 9-BORABICYCLO[3.3.1]NONANE [J].
BROWN, HC ;
SCOUTEN, CG ;
WANG, KK .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (14) :2589-2591
[7]   MONOCHLOROBORANE-METHYL SULFIDE, H2BCL.S(CH3)2, AND DICHLOROBORANE-METHYL SULFIDE, HBCL2.S(CH3)2, AS NEW STABLE HYDROBORATING AGENTS WITH HIGH REGIOSPECIFICITY [J].
BROWN, HC ;
RAVINDRAN, N .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (14) :2533-2534
[8]   HYDROBORATION .52. MONOHALOBORANE METHYL SULFIDE ADDUCTS AS NEW REAGENTS FOR THE HYDROBORATION OF ALKENES - CONVENIENT SYNTHESIS OF DIALKYLHALOBORANES AND THEIR DERIVATIVES FOR ORGANIC-SYNTHESIS [J].
BROWN, HC ;
RAVINDRAN, N ;
KULKARNI, SU .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (14) :2417-2422
[9]   HALOBORANES AND THEIR ALKYL DERIVATIVES [J].
BROWN, HC ;
KULKARNI, SU .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 239 (01) :23-41
[10]   ORGANOBORANES .49. AN EXAMINATION OF CONVENIENT PROCEDURES FOR THE GENERATION OF BORANE AND MONOALKYLBORANES AND DIALKYLBORANES FROM LITHIUM BOROHYDRIDE AND MONOALKYLBOROHYDRIDES AND DIALKYLBOROHYDRIDES [J].
COLE, TE ;
BAKSHI, RK ;
SREBNIK, M ;
SINGARAM, B ;
BROWN, HC .
ORGANOMETALLICS, 1986, 5 (11) :2303-2307