N-heterocyclic carbenes: reagents, not just ligands!

Angewandte Chemie
Vijay NairVellalath Sreekumar

Abstract

The unique properties of N-heterocyclic carbenes (NHCs) have attracted much attention, mainly from theorists and organometallic chemists, the latter using them impressively as ligands for metals. Less well known, however, has been their suitability as excellent catalysts and nucleophilic reagents. Transesterification, nucleophilic aromatic substitution, and cycloaddition reactions are examples in which NHCs can play an important role. Asymmetric reactions using catalytic amounts of chiral NHCs are an efficient approach to optically active compounds. This minireview focuses on this aspect of the chemistry of NHCs.

Citations

Apr 8, 2011·Chemical Reviews·Jason P Hallett, Tom Welton
Mar 6, 2010·Journal of the American Chemical Society·Zoë R TurnerPolly L Arnold
Apr 13, 2011·The Journal of Organic Chemistry·Alan R KatritzkyPeter J Steel
Apr 8, 2011·The Journal of Organic Chemistry·Yumiko SuzukiMasayuki Sato
Jun 2, 2011·The Journal of Organic Chemistry·Pragya VermaRaghavan B Sunoj
Feb 18, 2012·The Journal of Organic Chemistry·Kyoung A JoEun Joo Kang
Dec 27, 2011·The Journal of Organic Chemistry·Manjaly J Ajitha, Cherumuttathu H Suresh
May 20, 2005·Organic Letters·Jinhua J SongChris H Senanayake
Oct 8, 2005·Organic Letters·Guopin Xu, Scott R Gilbertson
Aug 14, 2013·Organic Letters·Guillaume de RobillardJacques Andrieu
Apr 20, 2006·Chemical Communications : Chem Comm·John P CanalJason A C Clyburne
Jun 27, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Dejan PetrovicMatthias Tamm
Aug 31, 2007·Chemical Communications : Chem Comm·Dirk HolschumacherMatthias Tamm
Jul 26, 2008·Chemical Communications : Chem Comm·Craig D CampbellAndrew D Smith
Nov 13, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Sean G AlexanderJoanna B Patrick
May 8, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Aleksandr A TukovMikhail S Nechaev
Oct 1, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Natalie FeyA Guy Orpen
May 8, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Gavin DysonRichard E Douthwaite
Apr 28, 2010·Chemical Communications : Chem Comm·Marta FerociAchille Inesi
Jul 8, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Ankur Kanti GuhaAshwini K Phukan
Aug 11, 2011·Chemical Communications : Chem Comm·Li-Hui SunSong Ye
Jan 1, 2008·Acta Crystallographica. Section E, Structure Reports Online·Zuxing YangJingbo Lan
Jan 1, 2008·Acta Crystallographica. Section E, Structure Reports Online·Hakan ArslanBekir Cetinkaya
Mar 2, 2006·Chemical & Pharmaceutical Bulletin·Yoshimasa FukudaToyohiko Aoyama
Aug 2, 2008·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·Yumiko Suzuki
Aug 20, 2016·Organic Letters·Machhindra GundClaude Spino
Jan 14, 2017·Chemical Reviews·Rui ZhongFritz E Kühn
Jun 1, 2017·The Journal of Organic Chemistry·Daniela PeixotoPaula S Branco
Jan 1, 2006·Journal of Organometallic Chemistry·Rodolphe JazzarGuy Bertrand
Nov 11, 2014·Chemistry : a European Journal·Takashi FukushimaKoji Tanaka
Jun 13, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Polly L ArnoldJason B Love
Apr 18, 2018·Organic & Biomolecular Chemistry·Jasneet Kaur, Swapandeep Singh Chimni
Oct 13, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Priyam BharadwazAshwini K Phukan
Jun 30, 2015·Chemistry : a European Journal·Bitupon Borthakur, Ashwini K Phukan
Apr 5, 2011·Journal of Computational Chemistry·Chi-Shiun Wu, Ming-Der Su
Oct 4, 2007·Angewandte Chemie·Fabien BonnetteAntoine Baceiredo

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