Catalytic activations of unstrained C-C bond involving organometallic intermediates

The cleavage of C-C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly relied on the reaction of small rings, which is driven by releasing ring strain. Encouragingly, more and more examples of the cleavage of non-st...

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Published inChemical Society reviews Vol. 47; no. 18; pp. 778 - 7115
Main Authors Song, Feijie, Gou, Ting, Wang, Bi-Qin, Shi, Zhang-Jie
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 17.09.2018
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Abstract The cleavage of C-C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly relied on the reaction of small rings, which is driven by releasing ring strain. Encouragingly, more and more examples of the cleavage of non-strained C-C bonds have been reported. This review provides a comprehensive overview of the transition-metal-catalyzed C-C bond activation of relatively stable and unstrained molecules that involves the formation of organometallic intermediates. In the first section we focus on the C-C bond activation achieved through β-carbon elimination, and in the second section the oxidative addition of the C-C bond to low-valent metal is summarized in detail. In this review, the transition-metal-catalyzed C-C bond activation of relatively stable and unstrained molecules involving organometallic intermediates is discussed in detail.
AbstractList The cleavage of C-C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly relied on the reaction of small rings, which is driven by releasing ring strain. Encouragingly, more and more examples of the cleavage of non-strained C-C bonds have been reported. This review provides a comprehensive overview of the transition-metal-catalyzed C-C bond activation of relatively stable and unstrained molecules that involves the formation of organometallic intermediates. In the first section we focus on the C-C bond activation achieved through β-carbon elimination, and in the second section the oxidative addition of the C-C bond to low-valent metal is summarized in detail. In this review, the transition-metal-catalyzed C-C bond activation of relatively stable and unstrained molecules involving organometallic intermediates is discussed in detail.
The cleavage of C–C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly relied on the reaction of small rings, which is driven by releasing ring strain. Encouragingly, more and more examples of the cleavage of non-strained C–C bonds have been reported. This review provides a comprehensive overview of the transition-metal-catalyzed C–C bond activation of relatively stable and unstrained molecules that involves the formation of organometallic intermediates. In the first section we focus on the C–C bond activation achieved through β-carbon elimination, and in the second section the oxidative addition of the C–C bond to low-valent metal is summarized in detail.
The cleavage of C-C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly relied on the reaction of small rings, which is driven by releasing ring strain. Encouragingly, more and more examples of the cleavage of non-strained C-C bonds have been reported. This review provides a comprehensive overview of the transition-metal-catalyzed C-C bond activation of relatively stable and unstrained molecules that involves the formation of organometallic intermediates. In the first section we focus on the C-C bond activation achieved through β-carbon elimination, and in the second section the oxidative addition of the C-C bond to low-valent metal is summarized in detail.The cleavage of C-C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly relied on the reaction of small rings, which is driven by releasing ring strain. Encouragingly, more and more examples of the cleavage of non-strained C-C bonds have been reported. This review provides a comprehensive overview of the transition-metal-catalyzed C-C bond activation of relatively stable and unstrained molecules that involves the formation of organometallic intermediates. In the first section we focus on the C-C bond activation achieved through β-carbon elimination, and in the second section the oxidative addition of the C-C bond to low-valent metal is summarized in detail.
Author Wang, Bi-Qin
Gou, Ting
Shi, Zhang-Jie
Song, Feijie
AuthorAffiliation Department of Chemistry, Fudan University
College of Chemistry and Material Science, Sichuan Normal University
AuthorAffiliation_xml – sequence: 0
  name: Department of Chemistry, Fudan University
– sequence: 0
  name: College of Chemistry and Material Science, Sichuan Normal University
Author_xml – sequence: 1
  givenname: Feijie
  surname: Song
  fullname: Song, Feijie
– sequence: 2
  givenname: Ting
  surname: Gou
  fullname: Gou, Ting
– sequence: 3
  givenname: Bi-Qin
  surname: Wang
  fullname: Wang, Bi-Qin
– sequence: 4
  givenname: Zhang-Jie
  surname: Shi
  fullname: Shi, Zhang-Jie
BackLink https://www.ncbi.nlm.nih.gov/pubmed/30112546$$D View this record in MEDLINE/PubMed
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Notes Professor Feijie Song obtained her BSc in Chemistry from Beijing Normal University in 2003 and PhD from the Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, in 2008 under the supervision of Prof. Yuanhong Liu. Then she successively worked at Duke University and the University of North Carolina, Chapel Hill, as a postdoctoral research fellow between 2008 and 2011. After that, she joined Sichuan University and was promoted to associate professor in 2014. She moved to Sichuan Normal University in 2016. Her current research interest is the transition-metal-catalyzed C-C bond activation and functionalization.
Professor Biqin Wang was born in Sichuan Province, China. She earned her BSc degree in Chemistry from Sichuan Normal University in 1986 and has been working in the same university since then. She was a visiting scholar at the Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, in 1999, and at Peking University in 2007. She was promoted to full professor in 2008 and is currently the Director of Laboratory and Equipment Management of Sichuan Normal University. Her research mainly focuses on transition-metal-catalyzed C-H and C-C bond activations.
Ms Ting Gou was born in Sichuan Province, China, in 1993. She received her BSc degree in Chemistry from Yibin University in 2016. Then she went on to Sichuan Normal University to pursue a master's degree. She is currently a graduate student under the supervision of Prof. Feijie Song. Her research interest is transition-metal-catalyzed C-C single bond activation.
Professor Dr Zhang-Jie Shi was born in July 1974 in Anhui, China. He received his bachelor's degree in Chemical Science from East China Normal University in Shanghai, China, in 1996. He obtained his PhD degree in 2001, supervised by Professor Shengming Ma from SIOC, CAS. Following his graduate research, he moved to the Department of Chemistry and Chemical Biology at Harvard University as a Postdoctoral Fellow in the laboratory of Professor Gregory L. Verdine (2001-2002). He subsequently joined Professor Chuan He's group as a Research Associate the University of Chicago. He joined the faculty at Peking University at the end of 2004. In 2008, he was promoted to full professor. In 2017, he moved to Fudan University and became a professor there.
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Snippet The cleavage of C-C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly...
The cleavage of C–C bonds has been a great challenge owing to their thermodynamic and kinetic stability. To date, the progress made in this area has mainly...
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SubjectTerms Activation
Catalysis
catalytic activity
chemical bonding
chemical reactions
Cleavage
organometallic compounds
reaction kinetics
thermodynamics
Title Catalytic activations of unstrained C-C bond involving organometallic intermediates
URI https://www.ncbi.nlm.nih.gov/pubmed/30112546
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