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author:

Guo, Peng (Guo, Peng.) [1] | Dong, Shicheng (Dong, Shicheng.) [2] | Zhang, Xiang-Gui (Zhang, Xiang-Gui.) [3] | Yang, Bing-Bin (Yang, Bing-Bin.) [4] | Zhu, Jun (Zhu, Jun.) [5] | Ye, Ke-Yin (Ye, Ke-Yin.) [6] (Scholars:叶克印)

Indexed by:

Scopus SCIE

Abstract:

In most Suzuki-Miyaura carbon-carbon cross-coupling reactions, the borabicyclo[3.3.1]nonane scaffold (9-BBN) only serves as an auxiliary facilitating the transmetalation step and thus is transformed into by-products. There are rare examples where the 9-BBN derivatives serve as the potentially diverse C8 building blocks in cross-coupling reactions. Herein, we report a cobalt-catalyzed migratory carbon- carbon cross-coupling reaction of the in situ formed 9-BBN ate complexes to afford diverse aryl- and alkyl-functionalized cyclooctenes. Preliminary mechanistic studies suggest the oxidation-induced cis- bicyclo[3.3.0]oct-1-ylborane is the key intermediate in this migratory cross-coupling reaction, which promotes the development of other diverse migratory cross-coupling of borate complexes. (c) 2025 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

Keyword:

Borate Cobalt Cross-coupling Cyclooctene Rearrangement

Community:

  • [ 1 ] [Guo, Peng]Fuzhou Univ, Coll Chem, Fuzhou 350108, Peoples R China
  • [ 2 ] [Zhang, Xiang-Gui]Fuzhou Univ, Coll Chem, Fuzhou 350108, Peoples R China
  • [ 3 ] [Yang, Bing-Bin]Fuzhou Univ, Coll Chem, Fuzhou 350108, Peoples R China
  • [ 4 ] [Ye, Ke-Yin]Fuzhou Univ, Coll Chem, Fuzhou 350108, Peoples R China
  • [ 5 ] [Zhu, Jun]Chinese Univ Hong Kong, Sch Sci & Engn, Shenzhen 518172, Peoples R China
  • [ 6 ] [Dong, Shicheng]Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China
  • [ 7 ] [Zhu, Jun]Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China
  • [ 8 ] [Dong, Shicheng]Xiamen Univ, Coll Chem & Chem Engn, Collaborat Innovat Ctr Chem Energy Mat iChEM, Fujian Prov Key Lab Theoret & Computat Chem,Dept, Xiamen 361005, Peoples R China
  • [ 9 ] [Zhu, Jun]Xiamen Univ, Coll Chem & Chem Engn, Collaborat Innovat Ctr Chem Energy Mat iChEM, Fujian Prov Key Lab Theoret & Computat Chem,Dept, Xiamen 361005, Peoples R China

Reprint 's Address:

  • 叶克印

    [Ye, Ke-Yin]Fuzhou Univ, Coll Chem, Fuzhou 350108, Peoples R China;;[Zhu, Jun]Chinese Univ Hong Kong, Sch Sci & Engn, Shenzhen 518172, Peoples R China;;[Zhu, Jun]Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China;;[Zhu, Jun]Xiamen Univ, Coll Chem & Chem Engn, Collaborat Innovat Ctr Chem Energy Mat iChEM, Fujian Prov Key Lab Theoret & Computat Chem,Dept, Xiamen 361005, Peoples R China

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Source :

CHINESE CHEMICAL LETTERS

ISSN: 1001-8417

Year: 2025

Issue: 4

Volume: 36

9 . 4 0 0

JCR@2023

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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