Literature DB >> 18412354

A facile preparation of imidazolinium chlorides.

Kevin M Kuhn1, Robert H Grubbs.   

Abstract

A process for the preparation of symmetric and unsymmetric imidazolinium chlorides that involves reaction of a formamidine with dichloroethane and a base (a) is described. This method makes it possible to obtain numerous imidazolinium chlorides under solvent-free reaction conditions and in excellent yields with purification by simple filtration. Alternatively, symmetric imidazolinium chlorides can be prepared directly in moderate yields from substituted anilines by utilizing half of the formamidine intermediate as sacrificial base (b).

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Year:  2008        PMID: 18412354      PMCID: PMC2666923          DOI: 10.1021/ol800628a

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

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2.  Use of an electron-reservoir complex together with air to generate N-heterocyclic carbenes.

Authors:  Denise Méry; Jaime Ruiz Aranzaes; Didier Astruc
Journal:  J Am Chem Soc       Date:  2006-05-03       Impact factor: 15.419

3.  N-heterocyclic carbenes as organocatalysts.

Authors:  Nicolas Marion; Silvia Díez-González; Steven P Nolan
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands.

Authors:  M Scholl; S Ding; C W Lee; R H Grubbs
Journal:  Org Lett       Date:  1999-09-23       Impact factor: 6.005

5.  Intramolecular "hydroiminiumation and -amidiniumation" of alkenes: a convenient, flexible, and scalable route to cyclic iminium and imidazolinium salts.

Authors:  Rodolphe Jazzar; Jean-Baptiste Bourg; Rian D Dewhurst; Bruno Donnadieu; Guy Bertrand
Journal:  J Org Chem       Date:  2007-04-05       Impact factor: 4.354

6.  N-heterocyclic carbenes: a new concept in organometallic catalysis.

Authors:  Wolfgang A Herrmann
Journal:  Angew Chem Int Ed Engl       Date:  2002-04-15       Impact factor: 15.336

7.  A New Synthetic Method for the Preparation of Protonated-NHCs and Related Compounds.

Authors:  Rodolphe Jazzar; Hongze Liang; Bruno Donnadieu; Guy Bertrand
Journal:  J Organomet Chem       Date:  2006       Impact factor: 2.369

  7 in total
  5 in total

Review 1.  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

2.  Ru-Based Z-Selective Metathesis Catalysts with Modified Cyclometalated Carbene Ligands.

Authors:  Sarah M Bronner; Myles B Herbert; Paresma R Patel; Vanessa M Marx; Robert H Grubbs
Journal:  Chem Sci       Date:  2014-10       Impact factor: 9.825

3.  Preparation and use of carbonyl-decorated carbenes in the activation of white phosphorus.

Authors:  Antonio J Torres; Christopher L Dorsey; Todd W Hudnall
Journal:  J Vis Exp       Date:  2014-10-03       Impact factor: 1.355

4.  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

5.  Effects of NHC-backbone substitution on efficiency in ruthenium-based olefin metathesis.

Authors:  Kevin M Kuhn; Jean-Baptiste Bourg; Cheol K Chung; Scott C Virgil; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2009-04-15       Impact factor: 15.419

  5 in total

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