Literature DB >> 24965649

An overview of N-heterocyclic carbenes.

Matthew N Hopkinson1, Christian Richter1, Michael Schedler1, Frank Glorius1.   

Abstract

The successful isolation and characterization of an N-heterocyclic carbene in 1991 opened up a new class of organic compounds for investigation. From these beginnings as academic curiosities, N-heterocyclic carbenes today rank among the most powerful tools in organic chemistry, with numerous applications in commercially important processes. Here we provide a concise overview of N-heterocyclic carbenes in modern chemistry, summarizing their general properties and uses and highlighting how these features are being exploited in a selection of pioneering recent studies.

Entities:  

Year:  2014        PMID: 24965649     DOI: 10.1038/nature13384

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  65 in total

1.  Mechanism and activity of ruthenium olefin metathesis catalysts.

Authors:  M S Sanford; J A Love; R H Grubbs
Journal:  J Am Chem Soc       Date:  2001-07-11       Impact factor: 15.419

2.  Stable Carbenes.

Authors:  Didier Bourissou; Olivier Guerret; François P. Gabbaï; Guy Bertrand
Journal:  Chem Rev       Date:  2000-01-12       Impact factor: 60.622

Review 3.  Palladium complexes of N-heterocyclic carbenes as catalysts for cross-coupling reactions--a synthetic chemist's perspective.

Authors:  Eric Assen B Kantchev; Christopher J O'Brien; Michael G Organ
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Beyond conventional N-heterocyclic carbenes: abnormal, remote, and other classes of NHC ligands with reduced heteroatom stabilization.

Authors:  Oliver Schuster; Liangru Yang; Helgard G Raubenheimer; Martin Albrecht
Journal:  Chem Rev       Date:  2009-08       Impact factor: 60.622

Review 5.  Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts.

Authors:  Georgios C Vougioukalakis; Robert H Grubbs
Journal:  Chem Rev       Date:  2010-03-10       Impact factor: 60.622

6.  N-heterocyclic carbene mediated activation of tetravalent silicon compounds: a critical evaluation.

Authors:  Matthew J Fuchter
Journal:  Chemistry       Date:  2010-11-02       Impact factor: 5.236

7.  Chiral imidazolylidine ligands for asymmetric hydrogenation of aryl alkenes.

Authors:  M T Powell; D R Hou; M C Perry; X Cui; K Burgess
Journal:  J Am Chem Soc       Date:  2001-09-12       Impact factor: 15.419

8.  N-Heterocyclic carbenes (NHCs) as organocatalysts and structural components in metal-free polymer synthesis.

Authors:  Maréva Fèvre; Julien Pinaud; Yves Gnanou; Joan Vignolle; Daniel Taton
Journal:  Chem Soc Rev       Date:  2013-01-04       Impact factor: 54.564

9.  Complexes of borane and N-heterocyclic carbenes: a new class of radical hydrogen atom donor.

Authors:  Shau-Hua Ueng; Malika Makhlouf Brahmi; Etienne Derat; Louis Fensterbank; Emmanuel Lacôte; Max Malacria; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2008-07-09       Impact factor: 15.419

10.  Mitochondria-targeted chemotherapeutics: the rational design of gold(I) N-heterocyclic carbene complexes that are selectively toxic to cancer cells and target protein selenols in preference to thiols.

Authors:  James L Hickey; Rasha A Ruhayel; Peter J Barnard; Murray V Baker; Susan J Berners-Price; Aleksandra Filipovska
Journal:  J Am Chem Soc       Date:  2008-08-26       Impact factor: 15.419

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  209 in total

1.  Deep blue phosphorescent organic light-emitting diodes with very high brightness and efficiency.

Authors:  Jaesang Lee; Hsiao-Fan Chen; Thilini Batagoda; Caleb Coburn; Peter I Djurovich; Mark E Thompson; Stephen R Forrest
Journal:  Nat Mater       Date:  2015-10-19       Impact factor: 43.841

2.  A Carbene Catalysis Strategy for the Synthesis of Protoilludane Natural Products.

Authors:  M Todd Hovey; Daniel T Cohen; Daniel M Walden; Paul H-Y Cheong; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-17       Impact factor: 15.336

Review 3.  Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.

Authors:  Darrin M Flanigan; Fedor Romanov-Michailidis; Nicholas A White; Tomislav Rovis
Journal:  Chem Rev       Date:  2015-05-20       Impact factor: 60.622

4.  Hg(OTf)2 Catalyzed Intramolecular 1,4-Addition of Donor-Acceptor Cyclopropenes to Arenes.

Authors:  Yongming Deng; Changcheng Jing; Peter Y Zavalij; Michael P Doyle
Journal:  Org Lett       Date:  2015-08-21       Impact factor: 6.005

5.  High-throughput photocapture approach for reaction discovery.

Authors:  Alison A Bayly; Benjamin R McDonald; Milan Mrksich; Karl A Scheidt
Journal:  Proc Natl Acad Sci U S A       Date:  2020-06-01       Impact factor: 11.205

6.  Switchable selectivity in an NHC-catalysed dearomatizing annulation reaction.

Authors:  Chang Guo; Mirco Fleige; Daniel Janssen-Müller; Constantin G Daniliuc; Frank Glorius
Journal:  Nat Chem       Date:  2015-08-31       Impact factor: 24.427

Review 7.  Membrane interactions of ionic liquids and imidazolium salts.

Authors:  Da Wang; Hans-Joachim Galla; Patrick Drücker
Journal:  Biophys Rev       Date:  2018-01-04

8.  Carbene-Catalyzed Enantioselective Decarboxylative Annulations to Access Dihydrobenzoxazinones and Quinolones.

Authors:  Ansoo Lee; Joshua L Zhu; Taisiia Feoktistova; Alexander C Brueckner; Paul H-Y Cheong; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-27       Impact factor: 15.336

Review 9.  Flexible design of ionic liquids for membrane interactions.

Authors:  Lena Rakers; Frank Glorius
Journal:  Biophys Rev       Date:  2018-03-16

10.  Controlled growth of ordered monolayers of N-heterocyclic carbenes on silicon.

Authors:  Martin Franz; Sandhya Chandola; Maximilian Koy; Robert Zielinski; Hazem Aldahhak; Mowpriya Das; Matthias Freitag; Uwe Gerstmann; Denise Liebig; Adrian Karl Hoffmann; Maximilian Rosin; Wolf Gero Schmidt; Conor Hogan; Frank Glorius; Norbert Esser; Mario Dähne
Journal:  Nat Chem       Date:  2021-06-21       Impact factor: 24.427

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