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author:

Chen, Haifeng (Chen, Haifeng.) [1] | Zhu, Chen (Zhu, Chen.) [2] | Yue, Huifeng (Yue, Huifeng.) [3] (Scholars:岳会锋) | Rueping, Magnus (Rueping, Magnus.) [4]

Indexed by:

EI Scopus SCIE

Abstract:

The difunctionalization of unsaturated bonds plays a vital role in the enrichment of molecular complexity. While various catalytic methods for alkene and alkyne difunctionalization have been developed in recent years, hetero-functionalization the introduction of two different atoms has been less explored. This is mainly due to the challenges associated with achieving high chemo-, regio-, and stereoselectivity, especially when adding two similar atoms from the same group across unsaturated bonds. In this study, we describe a nickel-catalyzed, three-component reductive protocol for group 14 element hetero-difunctionalization of 1,3-enynes using electrochemistry. This new method is mild, selective, and general, allowing for the silyl-, germanyl-, and stannyl-alkylation of enynes. Various chlorosilanes as well as chlorogermans, and chlorostannanes can be successfully used in combination with aryl/alkyl-substituted 1,3-enynes and primary, secondary, and tertiary alkyl bromides in the electroreductive coupling.

Keyword:

1 3-Enynes Alkyl Halides Chlorosilanes Electrochemistry Nickel

Community:

  • [ 1 ] [Chen, Haifeng]King Abdullah Univ Sci & Technol KAUST, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia
  • [ 2 ] [Zhu, Chen]King Abdullah Univ Sci & Technol KAUST, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia
  • [ 3 ] [Rueping, Magnus]King Abdullah Univ Sci & Technol KAUST, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia
  • [ 4 ] [Yue, Huifeng]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
  • [ 5 ] [Zhu, Chen]Eastern Inst Technol, Eastern Inst Adv Study, Ningbo 315200, Peoples R China

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Source :

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

ISSN: 1433-7851

Year: 2023

Issue: 33

Volume: 62

1 6 . 1

JCR@2023

1 6 . 1 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:39

JCR Journal Grade:1

CAS Journal Grade:1

Cited Count:

WoS CC Cited Count: 23

SCOPUS Cited Count: 30

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 2

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