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PreprintCC BYChemRxiv

Fluoroalkynes: The Last Frontier of Organofluorine Chemistry?

2 more authors

Abstract

Molecules containing carbon-fluorine bonds are of global importance in pharmaceuticals, agrochemicals and polymers and are widely studied. However, little is known about fluoroalkynes where a fluorine atom is directly bonded to a carbon atom that forms part of a carbon-carbon triple bond. Pioneering studies in the 20th century established that these compounds are typically unstable, but their chemistry has remained largely unexplored to date. Here, we outline methods to prepare a diverse range of fluoroalkynes for the first time, rationalize the reasons behind their low stability, and demonstrate six different classes of reactions of fluoroalkynes and their difluorocyclobutadiene dimers.

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BibTeX
@misc{campbell2026fluoroalkynes,
  title = {{Fluoroalkynes: The Last Frontier of Organofluorine Chemistry?}},
  author = {Sahra St John Campbell and Helen Allan and Matthew R. Penny and Sitanun Sae-Seung and Penpicha Janprasert and Mohammed Loukili and Tatiana Rogova and Marie-Therése Soroush-Pejrimovsky and Qingyu Gu and Mingxuan Lu and Dejan-Krešimir Bučar and Abil E. Aliev and Michael J. Porter and Tom David SHEPPARD},
  howpublished = {ChemRxiv},
  year = {2026},
  month = oct,
  doi = {10.26434/chemrxiv.15010873/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010873/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Fluoroalkynes: The Last Frontier of Organofluorine Chemistry?
AU  - Sahra St John Campbell
AU  - Helen Allan
AU  - Matthew R. Penny
AU  - Sitanun Sae-Seung
AU  - Penpicha Janprasert
AU  - Mohammed Loukili
AU  - Tatiana Rogova
AU  - Marie-Therése Soroush-Pejrimovsky
AU  - Qingyu Gu
AU  - Mingxuan Lu
AU  - Dejan-Krešimir Bučar
AU  - Abil E. Aliev
AU  - Michael J. Porter
AU  - Tom David SHEPPARD
PY  - 2026
DA  - 2026/10/22
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15010873/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010873/v1
AB  - Molecules containing carbon-fluorine bonds are of global importance in pharmaceuticals, agrochemicals and polymers and are widely studied. However, little is known about fluoroalkynes where a fluorine atom is directly bonded to a carbon atom that forms part of a carbon-carbon triple bond. Pioneering studies in the 20th century established that these compounds are typically unstable, but their chemistry has remained largely unexplored to date. Here, we outline methods to prepare a diverse range of fluoroalkynes for the first time, rationalize the reasons behind their low stability, and demonstrate six different classes of reactions of fluoroalkynes and their difluorocyclobutadiene dimers.
ER  -