NHC‐boranes (NHC−BH₃) react slowly under thermal conditions with dibenzoyl peroxide to make mixtures of NHC‐boryl mono‐ and dibenzoates [NHC−BH₂OBz and NHC−BH(OBz)₂]. Reactions are much faster under radical conditions with AIBN of TBHN as initiators. The TBHN method is especially good to make the dibenzoate. These observations led directly to the discovery that NHC‐boranes also react with benzoic acid and related carboxylic acids under radical (but not thermal) conditions. Chain mechanisms for reactions with both reagents are suggested in which the key step is addition of an NHC‐boryl radical to the carbonyl oxygen of either the peroxide or the acid.

中文翻译：

---

NHC-硼烷与过氧化二苯甲酰和苯甲酸的反应

NHC-硼烷（NHC-BH ₃）在热条件下与过氧化二苯甲酰缓慢反应，生成NHC-硼基单苯甲酸酯和二苯甲酸酯[NHC-BH ₂ OBz和NHC-BH（OBz）₂ ]的混合物。在自由基条件下，以TBHN的AIBN为引发剂，反应要快得多。TBHN方法对制备二苯甲酸酯特别有用。这些发现直接导致发现NHC-硼烷在自由基（但不是热）条件下也会与苯甲酸和相关的羧酸反应。提出了与两种试剂反应的链机制，其中关键步骤是将NHC-硼烷基加到过氧化物或酸的羰基氧上。