School of Chemistry and Chemical Engineering, Guangdong Cosmetics Engineering & Technology Research Center, Guangdong Pharmaceutical University , Zhongshan, Guangdong 528458, China.
J Org Chem. 2017 Oct 20;82(20):10898-10911. doi: 10.1021/acs.joc.7b01711. Epub 2017 Sep 28.
In this report, a type of moisture and air stable Pd-PEPPSI-IPent complex (C1) with the combination of acenaphthyl on the backbone and isopentyl groups on N-aryl moieties was described and applied in the Suzuki-Miyaura cross-coupling reaction in air. The reaction conditions were optimized, and the structure-reactivity relationships between C1 and other classical efficient Pd-PEPPSI complexes were investigated intensively. Our study demonstrated that both the backbone and N-aryl moieties gave rise to a significant effect on this transformation when exposed to air. A wide range of sterically hindered (hetero)aryl chlorides with (hetero)arylboronic acids were compatible, giving good to excellent isolated yields of sterically hindered bi(hetero)aryls.
在本报告中，描述了一种具有萘基骨架和 N-芳基部分异丙基基团的潮气和空气稳定的 Pd-PEPPSI-IPent 配合物（C1），并将其应用于空气中的 Suzuki-Miyaura 交叉偶联反应。优化了反应条件，并深入研究了 C1 与其他经典高效 Pd-PEPPSI 配合物之间的结构-反应性关系。我们的研究表明，当暴露于空气中时，骨架和 N-芳基部分都对这种转化产生了重大影响。一系列广泛的空间位阻（杂）芳基氯与（杂）芳基硼酸相容，得到了空间位阻双（杂）芳基的良好至优异的分离产率。
