The (porphyrin)ruthenium-catalyzed aziridination of olefins using aryl azides as nitrogen sources
The (porphyrin)ruthenium-catalyzed aziridination of olefins using aryl azides as nitrogen sources
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DOI：
10.1002/ejoc.200700678
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发表时间：
2007-12-01
影响因子：
2.8
通讯作者：
Cenini, Sergio
中科院分区：
文献类型：
--
作者：
Fantauzzi, Simone;Gallo, Emma;Cenini, Sergio
芳基叠氮化合物在卟啉催化的烯烃胺化反应中被用作氮烯转移试剂。几个叠氮化物，烯烃和[Ru（卟啉）CO]配合物进行了测试，以调查的范围和限制的反应。通过使用末端烯烃和芳基叠氮化物在芳基部分上具有吸电子基团，实现了定量产率和短反应时间。反应受空间位阻因素的影响。内部二取代的烯烃表现出较低的反应性，三取代和四取代的烯烃根本不反应。[Ru（TPP）CO]（TPP =四苯基卟啉阴离子）催化叠氮对硝基苯基胺化α-甲基苯乙烯得到了很高的转换数（TON）。(C)Wiley-VCH Verlag GmbH & Co. KGaA，69451魏因海姆，德国，2007年。
Aryl azides have been used as atom-efficient nitrene transfer reagents in the (porphyrin) ruthenium-catalyzed amination of olefins. Several azides, olefins and [Ru(porphyrin)CO] complexes were tested to investigate the scope and limits of the reaction. Quantitative yields and short reaction times were achieved by using terminal olefins and aryl azides bearing electron-withdrawing groups on the aryl moiety. The reactions were influenced by steric factors. Internally disubstituted olefins exhibited a lower reactivity and tri- and tetra-substituted olefins did not react at all. A very high turnover number (TON) for the [Ru(TPP)CO] (TPP = tetraphenylporphyrin dianion) catalyzed animation of a-methylstyrene by p-nitrophenyl azide was obtained. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007.