Multipolymer reaction system for selective aerobic alcohol oxidation: Simultaneous use of multiple different polymer-supported ligands

Multipolymer reaction system for selective aerobic alcohol oxidation: Simultaneous use of multiple different polymer-supported ligands
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DOI:
10.1021/cc060111f
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发表时间:
2007-01-01
影响因子:
--
通讯作者:
Toy, Patrick H.
Toy, Patrick H.
中科院分区:
其他
文献类型:
--
作者:
Chung, Cecilia Wan Ying;Toy, Patrick H.

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开发了一种多元聚合物反应体系,其中水溶性聚合物负载的2,2'-联吡啶基团和类似固定的TEMPO衍生物用作铜的配体,以在乙腈-水溶剂中实现伯醇的温和和选择性有氧氧化。在此反应体系中,聚乙二醇单甲醚(分子量 = 5000 Da)因其溶解特性而被用作 2,2'-联吡啶和 TEMPO 部分的载体。同时以催化量使用这些官能化聚合物使得伯醇能够以环境友好的方式选择性氧化成相应的醛。这是首次报道使用两种不同的聚合物支持的配体一起形成能够催化有机反应的有机金属物质。
A multipolymer reaction system has been developed in which a water-soluble polymer-supported 2,2'-bipyridine group and a similarly immobilized TEMPO derivative are used as ligands for copper to effect the mild and selective aerobic oxidation of primary alcohols in acetonitrile-water solvent. In this reaction system, poly(ethylene glycol) monomethyl ether (molecular weight = 5000 Da) was used as the support for both the 2,2'-bipyridine and TEMPO moieties because of its solubility properties. The use of these functionalized polymers simultaneously in catalytic quantities allows for primary alcohols to be oxidized selectively to the corresponding aldehydes in an environmentally friendly manner. This is the first reported example of using two different polymer-supported ligands together to form an organometallic species capable of catalyzing an organic reaction.