Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, China.
Org Lett. 2016 Oct 7;18(19):5078-5081. doi: 10.1021/acs.orglett.6b02530. Epub 2016 Sep 14.
Catalyzed by Cu(ClO)·6HO under mild aerobic conditions using air as the oxidant, azacalix[1]arene[3]pyridines underwent a highly efficient oxidative cross-coupling reaction with a large number of aryl-, alkenyl-, and alkylboronic acids to afford diverse functionalized macrocycles. Stoichiometric reactions of an arylboronic acid with isolated and structurally well-defined high valent organocopper compounds indicated the involvement of arylcopper(II) rather than arylcopper(III) species as an organometallic intermediate in catalysis.
在温和的需氧条件下,使用空气作为氧化剂,在 Cu(ClO)·6HO 的催化作用下,氮杂杯[1]芳烃[3]吡啶与大量的芳基硼酸、烯基硼酸和烷基硼酸发生高效的氧化交叉偶联反应,得到了多种功能化的大环化合物。与分离的、结构明确的高价态有机铜化合物进行的芳基硼酸的计量反应表明,在催化过程中,作为有机金属中间体的是芳基铜(II)物种,而不是芳基铜(III)物种。