Controlled Formation and Unusual Reactivity of Cyanohexatriyne (HC <sub>7</sub> N), a Synthetically Challenging Interstellar Cyanopolyyne
ABSTRACT Cyanohexatriyne (HC 7 N), a highly unstable member of the interstellar cyanopolyyne family, has long resisted synthetic access. We report the first reproducible formation of HC 7 N at the milligram scale, enabled by a cobalt–alkyne masking strategy that circumvents the intrinsic instability of extended sp‐carbon chains bearing a terminal nitrile. This approach overcomes the limitations of classical C sp –C sp coupling methods and provides enough material for chemical investigation. The formed HC 7 N was characterized in solution and shown to undergo a rapid and stereoselective conjugate addition with diethylamine to the terminal C≡C triple bond.
Authors
- Yann Trolez (ORCID: https://orcid.org/0000-0002-5421-9556)
- Jean‐Claude Guillemin (ORCID: https://orcid.org/0000-0002-2929-057X)
- Léa Lefrançois
- Thierry Roisnel
- Mano Cremer
Institutions
- Centre National de la Recherche Scientifique (FR)
- Institut des Sciences Chimiques de Rennes (FR)
- École Nationale Supérieure de Chimie de Rennes (FR)
- Université de Rennes (FR)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2026-06-27
- DOI
- https://doi.org/10.1002/chem.71321
- Primary Topic
- Cyclization and Aryne Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00