Triethylborane: An “Old” Reagent with New Functions. 1,2-Hydroboration

Triethylborane: An “Old” Reagent with New Functions. 1,2-Hydroboration
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三乙基硼烷:具有新功能的“旧”试剂 1,2-硼氢化。

DOI:
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发表时间:
2007
期刊:
影响因子:
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通讯作者:
K. Shahid
K. Shahid
中科院分区:
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作者:
B. Wrackmeyer;Ezzat Khan;Stefan Bayer;K. Shahid

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与以前的发现相比,三乙基硼烷,BEt3,可以作为氢化硼试剂。因此,BEt3与烷基-1-基(三氯硅烷)、二(烷基-1-基)二氯硅烷、烷基-1-基(二氯)乙烯基硅烷、三氯(乙烯基)硅烷和二氯(甲基)乙烯基硅烷在100-120°C下以BEt3为溶剂反应数天,只产生1,2-氢化硼的产物。这一意想不到的行为与三正丙基硼烷、BnPr3和9-硼二环[3.3.1]壬烷、9-BBN在类似的反应中进行了比较,9-BBN是一种公认的氢化硼化试剂。所有产品都通过一组一致的核磁共振数据(1H、11B、13C和29SiNMR)进行了表征。
In contrast with previous findings, triethylborane, BEt3, can act as a hydroborating reagent. Thus, the reactions of BEt3 with alkyn-1-yl(trichloro)silanes, di(alkyn-1-yl)dichlorosilanes, alkyn- 1-yl(dichloro)vinylsilanes, trichloro(vinyl)silane, and dichloro(methyl)vinylsilane for several days in excess BEt3 as the solvent at 100 - 120 °C were found to give exclusively products of 1,2- hydroboration. This unexpected behaviour was compared with that of tri-n-propylborane, BnPr3, and 9-borabicyclo[3.3.1]nonane, 9-BBN in analogous reactions, 9-BBN being a well established hydroborating reagent. All products were characterised by a consistent set of NMR data (1H, 11B, 13C and 29Si NMR).