一种均相、可回收的聚合物载体用于 Rh(I)-催化的 C-C 键形成。
A homogeneous, recyclable polymer support for Rh(I)-catalyzed C-C bond formation.
机构信息
Department of Chemistry and Center for Environmentally Beneficial Catalysis, University of Kansas, Lawrence, Kansas 66045, United States.
出版信息
J Org Chem. 2011 Oct 21;76(20):8376-85. doi: 10.1021/jo201476h. Epub 2011 Sep 23.
Abstract
A robust and practical polymer-supported, homogeneous, recyclable biphephos rhodium(I) catalyst has been developed for C-C bond formation reactions. Control of polymer molecular weight allowed tuning of the polymer solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and insoluble in polar solvents. Using the supported rhodium catalysts, addition of aryl and vinylboronic acids to the electrophiles such as enones, aldehydes, N-sulfonyl aldimines, and alkynes occurs smoothly to provide products in high yields. Additions of terminal alkynes to enones and industrially relevant hydroformylation reactions have also been successfully carried out. Studies show that the leaching of Rh from the polymer support is low and catalyst recycle can be achieved by simple precipitation and filtration.
摘要
一种稳定且实用的聚合物负载、均相、可回收的双膦铑（I）催化剂已被开发用于 C-C 键形成反应。控制聚合物的分子量可以调节聚合物的溶解度，使得聚合物负载的催化剂可溶于非极性溶剂而不溶于极性溶剂。使用负载的铑催化剂，芳基和乙烯基硼酸可以顺利地添加到亲电试剂如烯酮、醛、N-磺酰基亚胺和炔烃中，以高产率提供产物。末端炔烃与烯酮的加成以及工业相关的氢甲酰化反应也已成功进行。研究表明，Rh 从聚合物载体中的浸出率很低，可以通过简单的沉淀和过滤实现催化剂的循环使用。
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