Reactions of Boroles Formed by 1,1-Carboboration
Reactions of Boroles Formed by 1,1-Carboboration
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DOI：
10.1021/om501085j
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发表时间：
2015-01-12
期刊：
影响因子：
2.8
通讯作者：
Erker, Gerhard
中科院分区：
文献类型：
--
作者：
Ge, Fang;Kehr, Gerald;Erker, Gerhard
由苯基双（三甲基硅基乙炔基）硼烷与B（C_6 F_5）（3）的1，1-硼化反应得到的二硼杂环戊二烯2分别与1-戊炔和乙烯进行[4 + 2]环加成反应，得到7-硼杂双环[2.2.1]庚烯和7-庚烯衍生物。硼茂2与吡啶在室温下反应，得到吡啶稳定的硼离子。反应通过苯基迁移和Me 3SiF消除进行。一氧化碳在室温下与二硼杂环戊烯2迅速反应，得到不寻常的烯酮衍生物19，Me 3Si穿过环系统迁移。
The borole 2, obtained by 1,1-carboboration of phenylbis(trimethylsilylethynyl)borane with B(C6F5)(3), undergoes [4 + 2] cycloaddition reactions with 1-pentyne and with ethene to give the 7-borabicyclo[2.2.1]heptadiene and -heptene derivatives, respectively. The borole 2 reacts with pyridine at room temperature to give a pyridine-stabilized borolium ion. The reaction proceeds by phenyl migration and Me3SiF elimination. Carbon monoxide reacts rapidly with the borole 2 at room temperature to give the unusual ketene derivative 19 with Me3Si migration across the ring system.