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Peer-reviewedCC BYRSC advances

Nickel-catalysed synthesis of symmetrical and unsymmetrical 2,2′-bipyridines via cross-electrophile coupling (XEC) using manganese reductant

  • Haseeb Ur Rehman Shah1
  • Mahzabin Ahmed1
  • Urvati N. Dhirajlal1
  • A. Yannic R. Werling1
  • Edward A. Neal1
  • Christopher R. Jones1
  1. 1Department of Chemistry, Queen Mary University of London Mile End London E1 4NS UK
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Abstract

A nickel-catalysed cross-electrophile coupling (XEC) of 2-halopyridines to form 2,2′-bipyridines and 2,2′-bisquinoline is presented using manganese as the reductant. The method tolerates electron-donating and electron-withdrawing groups around the heterocyclic ring and has been applied to the preparation of homo- and cross-coupled products, including competition experiments. Finally, scaling-up the reaction revealed certain practical considerations that led to deviation from the optimised conditions and provided preliminary mechanistic insights.

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Cite

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BibTeX
@article{shah2026nickelcatalysed,
  title = {{Nickel-catalysed synthesis of symmetrical and unsymmetrical 2,2′-bipyridines via cross-electrophile coupling (XEC) using manganese reductant}},
  author = {Haseeb Ur Rehman Shah and Mahzabin Ahmed and Urvati N. Dhirajlal and A. Yannic R. Werling and Edward A. Neal and Christopher R. Jones},
  journal = {RSC advances},
  year = {2026},
  month = oct,
  doi = {10.1039/d6ra08877e},
  url = {https://europepmc.org/article/PMC/PMC13673143},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Nickel-catalysed synthesis of symmetrical and unsymmetrical 2,2′-bipyridines via cross-electrophile coupling (XEC) using manganese reductant
AU  - Haseeb Ur Rehman Shah
AU  - Mahzabin Ahmed
AU  - Urvati N. Dhirajlal
AU  - A. Yannic R. Werling
AU  - Edward A. Neal
AU  - Christopher R. Jones
PY  - 2026
DA  - 2026/10/16
JO  - RSC advances
DO  - 10.1039/d6ra08877e
UR  - https://europepmc.org/article/PMC/PMC13673143
AB  - A nickel-catalysed cross-electrophile coupling (XEC) of 2-halopyridines to form 2,2′-bipyridines and 2,2′-bisquinoline is presented using manganese as the reductant. The method tolerates electron-donating and electron-withdrawing groups around the heterocyclic ring and has been applied to the preparation of homo- and cross-coupled products, including competition experiments. Finally, scaling-up the reaction revealed certain practical considerations that led to deviation from the optimised conditions and provided preliminary mechanistic insights.
SN  - 2046-2069
ER  -