Heterocoupling of Different Aryl Nitrenes to Produce Asymmetric Azoarenes Using Iron–Alkoxide Catalysis and Investigation of the Cis–Trans Isomerism of Selected Bulky Asymmetric Azoarenes
作者:Duleeka Wannipurage、Sudheer S. Kurup、Stanislav Groysman
DOI:10.1021/acs.organomet.1c00490
日期:2021.11.8
variety of aryl nitrenes. While bulky nitrenes featuring ortho substituents were coupled more efficiently, coupling of the less bulky meta- and para-substituted aryl nitrenes was also demonstrated. In contrast, the iron(II) complex of a chelating bis(alkoxide) ligand, Fe[OO]Ph(THF)2, was previously shown to efficiently couple nonbulky aryl nitrenes lacking substituents in ortho positions. In the present
据报道,使用两种不同的铁醇盐催化剂将不同的芳基氮烯(源自有机叠氮化物)进行杂偶联以产生不对称的偶氮芳烃。Fe(OC t Bu 2 (3,5-Ph 2 C 6 H 3 )) 2 (THF) 2先前已被证明可催化多种芳基氮烯的均偶联。虽然具有邻位取代基的庞大的氮烯更有效地偶联,但也证明了体积较小的间位和对位取代的芳基氮烯的偶联。相比之下,螯合双(醇盐)配体 Fe[OO] Ph (THF) 2的铁 (II) 络合物, 以前被证明可以有效地偶联在邻位缺乏取代基的非庞大芳基氮烯。在目前的工作中,我们证明了两种不同的氮烯(总共 10 当量,每个 5 当量)与 Fe(OC t Bu 2 (3,5-Ph 2 C 6 H 3 )) 2 (THF) 2 (10 mol %) 产生了统计或接近统计分布(两种均偶合产物和异偶偶合产物分别为 25:25:50)对于在一个氮烯上包含一个或两个邻位烷基取代基而在另一个上包含一个邻位烷基的各种组合