Formylborane Formation with Frustrated Lewis Pair Templates
Formylborane Formation with Frustrated Lewis Pair Templates
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DOI：
10.1002/anie.201307551
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发表时间：
2014-01-20
影响因子：
16.6
通讯作者：
Erker, Gerhard
中科院分区：
文献类型：
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作者：
Sajid, Muhammad;Kehr, Gerald;Erker, Gerhard
硼烷R2 BH与一氧化碳反应形成相应的硼烷羰基化合物R2 BH（CO）。由皮尔斯硼烷HB（C6 F5）（2）衍生的（C6 F5）（2）BH（CO）的形成是一个典型的例子。随后的CO-硼氢化不发生，因为甲酰基硼烷的形成通常是吸热的。然而，通过与Piers硼烷在邻位膦/硼烷受抑刘易斯对（FLP）模板处的共硼氢化形成（2）-甲酰基硼烷。随后用吡啶处理，从FLP骨架中释放出完整的甲酰基硼烷，然后分离出（吡啶）（C6 F5）（2）BCHO作为稳定的化合物。该产物经历了典型的羰基化合物反应，如Wittig烯化反应。
Boranes R2BH react with carbon monoxide by forming the respective borane carbonyl compounds R2BH(CO). The formation of (C6F5)(2)BH(CO) derived from the Piers borane, HB(C6F5)(2), is a typical example. Subsequent CO-hydroboration does not take place, since the formation of the formylborane is usually endothermic. However, an (2)-formylborane was formed by CO-hydroboration with the Piers borane at vicinal phosphane/borane frustrated Lewis pair (FLP) templates. Subsequent treatment with pyridine liberated the intact formylborane from the FLP framework, and (pyridine)(C6F5)(2)BCHO was then isolated as a stable compound. This product underwent typical reactions of carbonyl compounds, such as Wittig olefination.