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通过卡宾转移反应实现金纳米颗粒催化的碳氢键官能化

Gold nanoparticle-catalysed functionalization of carbon-hydrogen bonds by carbene transfer reactions.

作者信息

Martínez-Laguna Jonathan, Mollar-Cuni Andrés, Ventura-Espinosa David, Martín Santiago, Caballero Ana, Mata Jose A, Pérez Pedro J

机构信息

Laboratorio de Catálisis Homogénea, Unidad Asociada al CSIC CIQSO-Centro de Investigación en Química Sostenible and Departamento de Química. Universidad de Huelva, Campus de El Carmen s/n, 21007-Huelva, Spain.

Institute of Advanced Materials (INAM), Centro de Innovación en Química Avanzada (ORFEO-CINCA). Universitat Jaume I, Avda. Sos Baynat s/n, 12006-Castellón, Spain.

出版信息

Dalton Trans. 2022 Mar 29;51(13):5250-5256. doi: 10.1039/d1dt04351j.

Abstract

Gold nanoparticles stabilized by NHC ligands and supported onto reduced graphene oxide (rGO) catalyse the functionalization of cyclohexane and benzene C-H bonds upon insertion of carbene CHCOEt (from NCHCOEt) groups. This is the first example in which such C-H or C-H bonds are functionalized with this strategy with nanoparticulated gold. This Au-NP@rGO material shows an exceptional activity, providing TON values 5-10 times higher than those already reported for molecular gold catalysts. Recyclability is also effective, reaching an accumulated TON value of 1400 after six consecutive uses.

摘要

由NHC配体稳定并负载在还原氧化石墨烯(rGO)上的金纳米颗粒,在卡宾CHCOEt(来自NCHCOEt)基团插入后催化环己烷和苯C-H键的官能化。这是首次使用这种策略通过纳米颗粒金对这类C-H或C-H键进行官能化的例子。这种Au-NP@rGO材料表现出卓越的活性,其TON值比已报道的分子金催化剂高出5至10倍。回收利用也很有效,连续使用六次后累积TON值达到1400。

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