Literature DB >> 17017779

Iridium(III)-induced isomerization of 2-substituted pyridines to N-heterocyclic carbenes.

Eleuterio Alvarez1, Salvador Conejero, Margarita Paneque, Ana Petronilho, Manuel L Poveda, Oracio Serrano, Ernesto Carmona.   

Abstract

Steric strains (F-strain or front-strain) in the acid-base interaction between the Lewis acid [TpMe2Ir(C6H5)2] and 2-substituted pyridines Lewis bases, are responsible for the stabilization of the C-adducts (2) of the respective pyridine carbene tautomers over the expected N-adducts.

Entities:  

Year:  2006        PMID： 17017779     DOI： 10.1021/ja0646592

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

1.  Rh(I)-catalyzed direct arylation of azines.

Authors:  Ashley M Berman; Robert G Bergman; Jonathan A Ellman
Journal:  J Org Chem       Date:  2010-10-29       Impact factor: 4.354

2.  Rh(I)-catalyzed alkylation of quinolines and pyridines via C-H bond activation.

Authors:  Jared C Lewis; Robert G Bergman; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2007-04-06       Impact factor: 15.419

3.  Activation of Methane by the Pyridine Radical Cation and its Substituted Forms in the Gas Phase.

Authors:  Guohua Wu; Hamish Stewart; Zeyu Liu; Yongcheng Wang; Anthony J Stace
Journal:  J Am Soc Mass Spectrom       Date:  2015-05-20       Impact factor: 3.109

4.  Synthesis of a Benzodiazepine-derived Rhodium NHC Complex by C-H Bond Activation.

Authors:  Michael W Gribble; Jonathan A Ellman; Robert G Bergman
Journal:  Organometallics       Date:  2008-05-26       Impact factor: 3.876

5.  Synthesis of multicyclic pyridine and quinoline derivatives via intramolecular C-H bond functionalization.

Authors:  Sirilata Yotphan; Robert G Bergman; Jonathan A Ellman
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

6.  Rh(I)-catalyzed direct arylation of pyridines and quinolines.

Authors:  Ashley M Berman; Jared C Lewis; Robert G Bergman; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2008-10-15       Impact factor: 15.419

Review 7.  Direct functionalization of nitrogen heterocycles via Rh-catalyzed C-H bond activation.

Authors:  Jared C Lewis; Robert G Bergman; Jonathan A Ellman
Journal:  Acc Chem Res       Date:  2008-07-11       Impact factor: 22.384

Review 8.  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
  8 in total

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