Literature DB >> 31967451

N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Qun Zhao1, Guangrong Meng1, Steven P Nolan2, Michal Szostak1.   

Abstract

In this contribution, we provide a comprehensive overview of C-H activation methods promoted by NHC-transition metal complexes, covering the literature since 2002 (the year of the first report on metal-NHC-catalyzed C-H activation) through June 2019, focusing on both NHC ligands and C-H activation methods. This review covers C-H activation reactions catalyzed by group 8 to 11 NHC-metal complexes. Through discussing the role of NHC ligands in promoting challenging C-H activation methods, the reader is provided with an overview of this important area and its crucial role in forging carbon-carbon and carbon-heteroatom bonds by directly engaging ubiquitous C-H bonds.

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Year:  2020        PMID： 31967451      PMCID： PMC7241961          DOI： 10.1021/acs.chemrev.9b00634

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


  242 in total

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Authors:  Michael Muehlhofer; Thomas Strassner; Wolfgang A Herrmann
Journal:  Angew Chem Int Ed Engl       Date:  2002-05-17       Impact factor: 15.336

2.  Organic synthesis involving iridium-catalyzed oxidation.

Authors:  Takeyuki Suzuki
Journal:  Chem Rev       Date:  2011-03-09       Impact factor: 60.622

3.  Bidentate, monoanionic auxiliary-directed functionalization of carbon-hydrogen bonds.

Authors:  Olafs Daugulis; James Roane; Ly Dieu Tran
Journal:  Acc Chem Res       Date:  2015-03-10       Impact factor: 22.384

4.  Construction of Quaternary Stereogenic Carbon Centers through Copper-Catalyzed Enantioselective Allylic Alkylation of Azoles.

Authors:  Hirohisa Ohmiya; Heng Zhang; Saori Shibata; Ayumi Harada; Masaya Sawamura
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-09       Impact factor: 15.336

5.  Cobalt-Catalyzed Tandem Radical Cyclization/C-C Coupling Initiated by Directed C-H Activation.

Authors:  Qiao Sun; Naohiko Yoshikai
Journal:  Org Lett       Date:  2019-06-20       Impact factor: 6.005

Review 6.  C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals.

Authors:  Junichiro Yamaguchi; Atsushi D Yamaguchi; Kenichiro Itami
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

Review 7.  Rhodium-catalyzed C-C bond formation via heteroatom-directed C-H bond activation.

Authors:  Denise A Colby; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622

Review 8.  Recent advances in homogeneous nickel catalysis.

Authors:  Sarah Z Tasker; Eric A Standley; Timothy F Jamison
Journal:  Nature       Date:  2014-05-15       Impact factor: 49.962

9.  Ruthenium(η⁶,η¹-arene-CH₂-NHC) Catalysts for Direct Arylation of 2-Phenylpyridine with (Hetero)Aryl Chlorides in Water.

Authors:  Nazan Kaloğlu; İsmail Özdemir; Nevin Gürbüz; Hakan Arslan; Pierre H Dixneuf
Journal:  Molecules       Date:  2018-03-13       Impact factor: 4.411

10.  Suzuki-Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C-N and C-O bonds.

Authors:  Peng Lei; Guangrong Meng; Shicheng Shi; Yun Ling; Jie An; Roman Szostak; Michal Szostak
Journal:  Chem Sci       Date:  2017-08-01       Impact factor: 9.825
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  23 in total

1.  Ligand Rearrangement Leads to Tetrahydrothiophene-Functionalized N,S-Heterocyclic Carbene Palladium(II) Complexes.

Authors:  Andrew M Romine; Matthew J Demer; Milan Gembicky; Arnold L Rheingold; Keary M Engle
Journal:  Organometallics       Date:  2021-04-30       Impact factor: 3.837

2.  N-Heterocyclic Carbene Complexes of Nickel(II) from Caffeine and Theophylline: Sustainable Alternative to Imidazol-2-ylidenes.

Authors:  Jin Zhang; Mahbubur Rahman; Qun Zhao; Jessica Feliciano; Elwira Bisz; Błażej Dziuk; Roger Lalancette; Roman Szostak; Michal Szostak
Journal:  Organometallics       Date:  2022-04-05       Impact factor: 3.837

3.  Redox-Switchable Behavior of Transition-Metal Complexes Supported by Amino-Decorated N-Heterocyclic Carbenes.

Authors:  Mirko Ruamps; Stéphanie Bastin; Lionel Rechignat; Alix Sournia-Saquet; Laure Vendier; Noël Lugan; Jean-Marie Mouesca; Dmitry A Valyaev; Vincent Maurel; Vincent César
Journal:  Molecules       Date:  2022-06-11       Impact factor: 4.927

Review 4.  Synthesis of Natural Products by C-H Functionalization of Heterocycless.

Authors:  Yang Zhang; Michal Szostak
Journal:  Chemistry       Date:  2022-02-17       Impact factor: 5.020

5.  Transamidation of Amides and Amidation of Esters by Selective N-C(O)/O-C(O) Cleavage Mediated by Air- and Moisture-Stable Half-Sandwich Nickel(II)-NHC Complexes.

Authors:  Jonathan Buchspies; Md Mahbubur Rahman; Michal Szostak
Journal:  Molecules       Date:  2021-01-02       Impact factor: 4.411

6.  External oxidant-compatible phosphorus(III)-directed site-selective C-H carbonylation.

Authors:  Ben Dong; Jiasheng Qian; Mingjie Li; Zheng-Jun Wang; Minyan Wang; Dingyi Wang; Chengkai Yuan; Ying Han; Yue Zhao; Zhuangzhi Shi
Journal:  Sci Adv       Date:  2020-12-16       Impact factor: 14.136

Review 7.  BIAN-NHC Ligands in Transition-Metal-Catalysis: A Perfect Union of Sterically Encumbered, Electronically Tunable N-Heterocyclic Carbenes?

Authors:  Changpeng Chen; Feng-Shou Liu; Michal Szostak
Journal:  Chemistry       Date:  2021-01-18       Impact factor: 5.236

8.  Suzuki-Miyaura Cross-Coupling of Esters by Selective O-C(O) Cleavage Mediated by Air- and Moisture-Stable [Pd(NHC)(μ-Cl)Cl]2 Precatalysts: Catalyst Evaluation and Mechanism.

Authors:  Shiyi Yang; Tongliang Zhou; Albert Poater; Luigi Cavallo; Steven P Nolan; Michal Szostak
Journal:  Catal Sci Technol       Date:  2021-03-25       Impact factor: 6.119

9.  Cobalt-Catalyzed C-H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3- and 4-Fluoroalkylated Isoquinolinones.

Authors:  Tatsuya Kumon; Jianyan Wu; Miroku Shimada; Shigeyuki Yamada; Tomohiro Agou; Hiroki Fukumoto; Toshio Kubota; Gerald B Hammond; Tsutomu Konno
Journal:  J Org Chem       Date:  2021-03-16       Impact factor: 4.354

Review 10.  Light opens a new window for N-heterocyclic carbene catalysis.

Authors:  Jing Liu; Xiao-Ning Xing; Jin-Hai Huang; Liang-Qiu Lu; Wen-Jing Xiao
Journal:  Chem Sci       Date:  2020-08-11       Impact factor: 9.825
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