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由负载在多壁碳纳米管上的钯(II)纳米颗粒催化的螯合导向C-H活化/C-C键形成反应

Chelation-directed C-H activation/C-C bond forming reactions catalyzed by Pd(ii) nanoparticles supported on multiwalled carbon nanotubes.

作者信息

Korwar Sudha, Burkholder Michael, Gilliland Stanley E, Brinkley Kendra, Gupton B Frank, Ellis Keith C

机构信息

Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, Virginia 23298-0540, USA.

出版信息

Chem Commun (Camb). 2017 Jun 27;53(52):7022-7025. doi: 10.1039/c7cc02122d.

Abstract

Chelation-directed C-H activation/C-C bond forming reactions utilizing homogeneous palladium(ii) and the Pd(ii)/Pd(iv) catalytic cycle have been previously reported. Here we report the first use of a solid-supported Pd(ii) catalyst [Pd(ii) nanoparticles on multiwalled carbon nanotubes, Pd(ii)/MWCNT] to carry out C-H activation/C-C bond forming reactions. The results presented demonstrate that the solid-supported Pd(ii)/MWCNT catalyst can effectively catalyze these arylation reactions using the Pd(ii)/Pd(iv) catalytic cycle. We also show that the solid-supported catalyst is recyclable, has turnover frequencies up to 2.9-fold higher than the homogeneous catalyst, and results in low levels of residual palladium contamination in the products.

摘要

此前已有利用均相钯(II)和钯(II)/钯(IV)催化循环进行螯合导向的C-H活化/C-C键形成反应的报道。在此,我们首次报道使用固体负载的钯(II)催化剂[多壁碳纳米管上的钯(II)纳米颗粒,Pd(II)/MWCNT]来进行C-H活化/C-C键形成反应。所呈现的结果表明,固体负载的Pd(II)/MWCNT催化剂能够利用钯(II)/钯(IV)催化循环有效地催化这些芳基化反应。我们还表明,该固体负载催化剂可回收利用,其周转频率比均相催化剂高出2.9倍,并且产物中的钯残留污染水平较低。

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