Literature DB >> 28085269

Immobilization of N-Heterocyclic Carbene Compounds: A Synthetic Perspective.

Rui Zhong1, Anja C Lindhorst1, Florian J Groche1, Fritz E Kühn1.   

Abstract

Over the course of the past 15 years the success story of N-heterocyclic carbene (NHC) compounds in organic, inorganic, and organometallic chemistry has been extended to another dimension. The immobilization of NHC compounds, undergoing continuous diversification, broadens their range of applications and leads to new solutions for challenges in catalytic and synthetic chemistry. This review intends to present a synthetic toolkit for the immobilization of NHC compounds, giving the reader an overview on synthetic techniques and strategies available in the literature. By individually summarizing and assessing the synthetic steps of the immobilization process, a comprehensive picture of the strategies and methodologies for the immobilization of NHC compounds is presented. Furthermore, the characterization of supported NHC compounds is discussed in detail in order to set up necessary criteria for an in-depth analysis of the immobilized derivatives. Finally, the catalytic applications of immobilized NHC compounds are briefly reviewed to illustrate the practical use of this technique for a broad variety of reaction types.

Entities:  

Year:  2017        PMID: 28085269     DOI: 10.1021/acs.chemrev.6b00631

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  15 in total

1.  Photoredox Cross-Dehydrogenative Coupling of N-Aryl Glycines Mediated by Mesoporous Graphitic Carbon Nitride: An Environmentally Friendly Approach to the Synthesis of Non-Proteinogenic α-Amino Acids (NPAAs) Decorated with Indoles.

Authors:  Lorenzo Poletti; Daniele Ragno; Olga Bortolini; Francesco Presini; Fabio Pesciaioli; Stefano Carli; Stefano Caramori; Alessandra Molinari; Alessandro Massi; Graziano Di Carmine
Journal:  J Org Chem       Date:  2022-05-27       Impact factor: 4.198

2.  3D vs. turbostratic: controlling metal-organic framework dimensionality via N-heterocyclic carbene chemistry.

Authors:  Ilia Kochetygov; Anita Justin; Mehrdad Asgari; Shuliang Yang; Vikram Karve; Till Schertenleib; Dragos Stoian; Emad Oveisi; Mounir Mensi; Wendy L Queen
Journal:  Chem Sci       Date:  2022-05-11       Impact factor: 9.969

3.  Mechanistic insights into the insertion and addition reactions of group 13 analogues of the six-membered N-heterocyclic carbenes: interplay of electrophilicity, basicity, and aromaticity governing the reactivity.

Authors:  Zheng-Feng Zhang; Ming-Der Su
Journal:  RSC Adv       Date:  2021-06-04       Impact factor: 4.036

4.  DNP NMR spectroscopy enabled direct characterization of polystyrene-supported catalyst species for synthesis of glycidyl esters by transesterification.

Authors:  Shinji Tanaka; Yumiko Nakajima; Atsuko Ogawa; Takashi Kuragano; Yoshihiro Kon; Masanori Tamura; Kazuhiko Sato; Christophe Copéret
Journal:  Chem Sci       Date:  2022-03-15       Impact factor: 9.969

5.  Synthesis of polycyclic N-heterocyclic compounds via one-pot three-component cyclization strategy.

Authors:  Abdolali Alizadeh; Elham Sanjari; Atefeh Roosta; Mohammad Reza Halvagar
Journal:  Mol Divers       Date:  2020-05-08       Impact factor: 2.943

6.  Reaction of chloroauric acid with histidine in microdroplets yields a catalytic Au-(His)2 complex.

Authors:  Kai Luo; Jia Li; Yufei Cao; Chengyuan Liu; Jun Ge; Hao Chen; Richard N Zare
Journal:  Chem Sci       Date:  2020-01-31       Impact factor: 9.825

7.  Perfluorinated phosphine and hybrid P-O ligands for Pd catalysed C-C bond forming reactions in solution and on Teflon supports.

Authors:  Farzana Begum; Muhammad Ikram; Brendan Twamley; Robert J Baker
Journal:  RSC Adv       Date:  2019-09-13       Impact factor: 4.036

8.  Palladium/phosphorus-functionalized porous organic polymer with tunable surface wettability for water-mediated Suzuki-Miyaura coupling reaction.

Authors:  Yizhu Lei; Zaifei Chen; Guangxing Li
Journal:  RSC Adv       Date:  2019-11-11       Impact factor: 3.361

9.  Palladium catalyst immobilized on functionalized microporous organic polymers for C-C coupling reactions.

Authors:  Wei Xu; Cijie Liu; Dexuan Xiang; Qionglin Luo; You Shu; Hongwei Lin; Yangjian Hu; Zaixing Zhang; Yuejun Ouyang
Journal:  RSC Adv       Date:  2019-10-28       Impact factor: 4.036

10.  Synergy between supported ionic liquid-like phases and immobilized palladium N-heterocyclic carbene-phosphine complexes for the Negishi reaction under flow conditions.

Authors:  Edgar Peris; Raúl Porcar; María Macia; Jesús Alcázar; Eduardo García-Verdugo; Santiago V Luis
Journal:  Beilstein J Org Chem       Date:  2020-08-06       Impact factor: 2.883

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