Literature DB >> 15592626

Transition metal-catalyzed carbon-carbon bond activation.

Chul-Ho Jun1.   

Abstract

This tutorial review deals with recent developments in the activation of C-C bonds in organic molecules that have been catalyzed by transition metal complexes. Many chemists have devised a variety of strategies for C-C bond activation and significant progress has been made in this field over the past few decades. However, there remain only a few examples of the catalytic activation of C-C bonds, in spite of the potential use in organic synthesis, and most of the previously published reviews have dwelt mainly on the stoichiometric reactions. Consequently, this review will focus mainly on the catalytic reaction of C-C bond cleavage by homogeneous transition metal catalysts. The contents include cleavage of C-C bonds in strained and unstrained molecules, and cleavage of multiple C-C bonds such as C[triple bond]C triple bonds in alkynes. Multiple bond metathesis and heterogeneous systems are beyond the scope of this review, though they are also fascinating areas of C-C bond activation. In this review, the strategies and tactics for C-C bond activation will be explained.

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Year:  2004        PMID: 15592626     DOI: 10.1039/b308864m

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  74 in total

1.  Synthesis of α-Arylphosphonates Using Copper-Catalyzed α-Arylation and Deacylative α-Arylation of β-Ketophosphonates.

Authors:  Laxmidhar Rout; Sridhar Regati; Cong-Gui Zhao
Journal:  Adv Synth Catal       Date:  2011-12-06       Impact factor: 5.837

2.  Cleaving carbon-carbon bonds by inserting tungsten into unstrained aromatic rings.

Authors:  Aaron Sattler; Gerard Parkin
Journal:  Nature       Date:  2010-01-28       Impact factor: 49.962

3.  C-C sigma complexes of rhodium.

Authors:  Simon K Brayshaw; Emma L Sceats; Jennifer C Green; Andrew S Weller
Journal:  Proc Natl Acad Sci U S A       Date:  2007-04-13       Impact factor: 11.205

4.  Umpolung α-Silylation of Cyclopropyl Acetates via Low-Temperature Catalytic C-C Activation.

Authors:  Thirupataiah Avullala; Parham Asgari; Yuanda Hua; Apparao Bokka; Shawn G Ridlen; Kyungsuk Yum; H V Rasika Dias; Junha Jeon
Journal:  ACS Catal       Date:  2018-12-03       Impact factor: 13.084

Review 5.  Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

Authors:  Zachary G Brill; Matthew L Condakes; Chi P Ting; Thomas J Maimone
Journal:  Chem Rev       Date:  2017-03-15       Impact factor: 60.622

6.  Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

Authors:  Rong Zeng; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2015-01-15       Impact factor: 15.419

7.  Base-Controlled Completely Selective Linear or Branched Rhodium(I)-Catalyzed C-H ortho-Alkylation of Azines without Preactivation.

Authors:  Gaël Tran; Kevin D Hesp; Vincent Mascitti; Jonathan A Ellman
Journal:  Angew Chem Int Ed Engl       Date:  2017-04-21       Impact factor: 15.336

8.  An expeditious route to eight-membered heterocycles by nickel-catalyzed cycloaddition: low-temperature C(sp)2-C(sp)3 bond cleavage.

Authors:  Puneet Kumar; Kainan Zhang; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-17       Impact factor: 15.336

9.  Efficient Benzimidazolidinone Synthesis via Rhodium-Catalyzed Double-Decarbonylative C-C Activation/Cycloaddition between Isatins and Isocyanates.

Authors:  Rong Zeng; Peng-Hao Chen; Guangbin Dong
Journal:  ACS Catal       Date:  2015-12-30       Impact factor: 13.084

10.  Nickel-catalyzed cycloaddition of 1,3-dienes with 3-azetidinones and 3-oxetanones.

Authors:  Ashish Thakur; Megan E Facer; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-23       Impact factor: 15.336

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