Facile hydroboration with the dimethylsulfide adducts of mono- and bis-(pentafluorophenyl)borane

被引：4
|
作者：
Jacobs, Elizabeth A. [1 ]
Chandrasekar, Renukadevi [1 ]
Smith, Dan A. [1 ]
White, Callum M. [1 ]
Bochmann, Manfred [1 ]
Lancaster, Simon J. [1 ]
机构：
[1] Univ E Anglia, Sch Chem, Wolfson Mat & Catalysis Ctr, Norwich NR4 7TJ, Norfolk, England
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2013年 / 730卷
关键词：
Boranes; Hydroboration; Alkenes; Lewis adduct; B-11 NMR spectroscopy; CYCLIC HYDROBORATION; CRYSTAL-STRUCTURE; LEWIS PAIRS; ACTIVATION; CHEMISTRY; BIS(PENTAFLUOROPHENYL)BORANE; 1,5-CYCLOOCTADIENE; HB(C6F5)(2); COMPLEX; ACID;
D O I：
10.1016/j.jorganchem.2012.07.012
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The dimethylsulfide adduct of bis(pentafluorophenyl)borane HB(C6F5)(2)center dot SMe2 reacts. on mixing with alkenes such as 1-hexene and styrene, with selectivities closely following those of the Me2S-free reagent. The mono(pentafluorophenyl)borane H2B(C6F5)center dot SMe2 also undergoes rapid hydroboration reactions to give the dialkylboranes R2B(C6F5). Treatment of the boranes with trimethylsilylacetylene results in rapid hydroboration to give the trans-vinylborane. The reaction of H2B(C6F5)center dot SMe2 with 1,5-cyclooctadiene at room temperature yields a kinetic mixture of the 1,4- and 1,5-dihydroboration products which quantitatively isomerizes on heating to the 1,5-isomer, pentafluorophenyl-9-borobicyclo[3.3.1]nonane. This bicyclic borane crystallizes as the SMe2 adduct, which has been characterized by X-ray crystallography. (C) 2012 Elsevier B.V. All rights reserved.
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收藏
页码：44 / 48
页数：5
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