Chengtao Yue1,2, Qi Xing3, Peng Sun1, Zelun Zhao1, Hui Lv1, Fuwei Li4. 1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou, China. 2. University of Chinese Academy of Sciences, Beijing, China. 3. BayRay Innovation Center, Shenzhen Bay Laboratory, Shenzhen, China. 4. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou, China. fuweili@licp.cas.cn.
Abstract
Catalyst deactivation caused by the aggregation of active metal species in the reaction process poses great challenges for practical applications of supported metal catalysts in solid-liquid catalysis. Herein, we develop a hypercrosslinked polymer integrated with N-heterocyclic carbene (NHC) as bifunctional support to stabilize palladium in heterogeneous C-C bond formations. This polymer supported palladium catalyst exhibits excellent stability in the one-pot fluorocarbonylation of indoles to four kinds of valuable indole-derived carbonyl compounds in cascade or sequential manner, as well as the representative Suzuki-Miyaura coupling reaction. Investigations on stabilizing effect disclose that this catalyst displays a molecular fence effect in which the coordination of NHC sites and confinement of polymer skeleton contribute together to stabilize the active palladium species in the reaction process. This work provides new insight into the development of supported metal catalysts with high stability and will also boost their efficient applications in advanced synthesis.
Catalyst deactivation caused by the aggregation of active n class="Chemical">metal species in the reaction process poses great challenges for practical applications of supported metal catalysts in solid-liquid catalysis. Herein, we develop a hypercrosslinked polymer integrated with N-heterocyclic carbene (NHC) as bifunctional support to stabilize palladium in heterogeneous C-C bond formations. This polymer supported palladium catalyst exhibits excellent stability in the one-pot fluorocarbonylation of indoles to four kinds of valuable indole-derived carbonyl compounds in cascade or sequential manner, as well as the representative Suzuki-Miyaura coupling reaction. Investigations on stabilizing effect disclose that this catalyst displays a molecular fence effect in which the coordination of NHC sites and confinement of polymer skeleton contribute together to stabilize the active palladium species in the reaction process. This work provides new insight into the development of supported metal catalysts with high stability and will also boost their efficient applications in advanced synthesis.
Authors: Johannes B Ernst; Christian Schwermann; Gen-Ichi Yokota; Mizuki Tada; Satoshi Muratsugu; Nikos L Doltsinis; Frank Glorius Journal: J Am Chem Soc Date: 2017-06-28 Impact factor: 15.419
Authors: Mehulkumar A Patel; Feixiang Luo; M Reza Khoshi; Emann Rabie; Qing Zhang; Carol R Flach; Richard Mendelsohn; Eric Garfunkel; Michal Szostak; Huixin He Journal: ACS Nano Date: 2016-01-21 Impact factor: 15.881