Aerobic oxidative kinetic resolution of racemic alcohols with bidentate ligand-binding Ru(salen) complex as catalyst
Aerobic oxidative kinetic resolution of racemic alcohols with bidentate ligand-binding Ru(salen) complex as catalyst
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DOI：
10.1016/j.tet.2007.03.105
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发表时间：
2007-07-09
期刊：
影响因子：
2.1
通讯作者：
Katsuki, Tsutomu
中科院分区：
文献类型：
--
作者：
Nakamura, Yukie;Egami, Hiromichi;Katsuki, Tsutomu
手性Ru（salen）（nitrosyl）配合物1是光催化下醇类不对称有氧氧化反应的有效催化剂。在本研究中，发现β-羟基酮或1，3-二酮的加入对其不对称催化有显著影响。例如，1，3-双（对溴苯基）丙烷-1，3-二酮9的加入将简单外消旋仲醇的动力学拆分的相对反应比提高至30，而该加入对无环内消旋-1，3-二醇的去对称化产生不利影响。这种加和效应被认为是由于b-羟基酮或1，3-二酮与Ru（salen）络合物的螯合形成。(c)2007爱思唯尔有限公司保留所有权利。
Chiral Ru(salen)(nitrosyl) complex 1 is a useful catalyst for asymmetric aerobic oxidation of alcohols under photo-irradiation. In this study, it was found that addition of beta-hydroxy ketone or 1,3-diketone had a significant influence on its asymmetric catalysis. For example, the addition of 1,3-bis(p-bromophenyl) propane-1,3-dione 9 improved the relative reaction ratio in kinetic resolution of simple racemic secondary alcohols up to 30, while the addition gave an adverse effect on desymmetrization of an acyclic meso-1,3-diol. This additive effect was considered to be attributable to the chelate formation of the b-hydroxy ketone or 1,3-diketone with a Ru(salen) complex. (c) 2007 Elsevier Ltd. All rights reserved.