Literature DB >> 16273558

1,4-migration of rhodium and palladium in catalytic organometallic reactions.

Shengming Ma1, Zhenhua Gu.   

Abstract

Mechanisms based on the 1,4-migration of metal centers have been proposed to explain some interesting transition-metal-catalyzed organic transformations. Despite the lack of solid evidence for the real nature of this process, the 1,4-metal migration reaction is proposed to proceed by the reductive elimination of trivalent intermediates for the Rh-involved reactions and of tetravalent intermediates for the Pd-catalyzed processes. These high-valent organometallic species would be formed by the oxidative addition to C-H and C-X bonds. This minireview summarizes the results in this area.

Entities:  

Year:  2005        PMID: 16273558     DOI: 10.1002/anie.200501298

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  14 in total

1.  Methoxy-directed aryl-to-aryl 1,3-rhodium migration.

Authors:  Jing Zhang; Jun-Feng Liu; Angel Ugrinov; Anthony F X Pillai; Zhong-Ming Sun; Pinjing Zhao
Journal:  J Am Chem Soc       Date:  2013-11-07       Impact factor: 15.419

2.  Synthesis of polycyclic nitrogen heterocycles via alkene aminopalladation/carbopalladation cascade reactions.

Authors:  Danielle M Schultz; John P Wolfe
Journal:  Org Lett       Date:  2010-03-05       Impact factor: 6.005

3.  Unexpected ortho-Heck Reaction under the Catellani Conditions.

Authors:  Alexander J Rago; Guangbin Dong
Journal:  Org Lett       Date:  2020-04-02       Impact factor: 6.005

4.  Catalytic enantioselective arylative cyclizations of alkynyl 1,3-diketones by 1,4-rhodium(i) migration.

Authors:  Alistair Groves; Jinwei Sun; Hal R I Parke; Michael Callingham; Stephen P Argent; Laurence J Taylor; Hon Wai Lam
Journal:  Chem Sci       Date:  2020-02-06       Impact factor: 9.825

5.  Merging rhodium-catalysed C-H activation and hydroamination in a highly selective [4+2] imine/alkyne annulation.

Authors:  Rajith S Manan; Pinjing Zhao
Journal:  Nat Commun       Date:  2016-06-20       Impact factor: 14.919

6.  Arylative Intramolecular Allylation of Ketones with 1,3-Enynes Enabled by Catalytic Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Benjamin M Partridge; Michael Callingham; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-19       Impact factor: 15.336

7.  All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration.

Authors:  David J Burns; Daniel Best; Martin D Wieczysty; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-15       Impact factor: 15.336

8.  Palladium-catalyzed direct arylation and cyclization of o-iodobiaryls to a library of tetraphenylenes.

Authors:  Chendan Zhu; Yue Zhao; Di Wang; Wei-Yin Sun; Zhuangzhi Shi
Journal:  Sci Rep       Date:  2016-09-15       Impact factor: 4.379

9.  Enantioselective Rhodium-Catalyzed Coupling of Arylboronic Acids, 1,3-Enynes, and Imines by Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Michael Callingham; Benjamin M Partridge; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-24       Impact factor: 15.336

10.  Annulation cascade of arylnitriles with alkynes to stable delocalized PAH carbocations via intramolecular rhodium migration.

Authors:  Jiangliang Yin; Fulin Zhou; Lei Zhu; Mufan Yang; Yu Lan; Jingsong You
Journal:  Chem Sci       Date:  2018-05-29       Impact factor: 9.825

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