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- Title
Implications of the final ring closure to 10b-aza-10c-borapyrene for aryl-alkyne ring-closing mechanisms.
- Authors
Jaye, Joseph A.; Gelinas, Benjamin S.; McCormick, Grant M.; Fort, Eric H.
- Abstract
Through a combined computational and isotopic labeling study, it has been observed that the activation energy for the aryl-alkyne ring closure of the azaborine containing 4-ethynyl-4a-aza-4b-boraphenanthrene is dramatically lower, and it appears to proceed via an alternate mechanism than that of its hydrocarbon analog. This catalyst-free reaction proceeds at modest reaction conditions compared with traditional pyrolytic synthetic methods and holds promise for the efficient construction of fused ring systems containing azaborine functional groups that may not be accessible in the purely hydrocarbon form.
- Subjects
ALKYNES; ALKYNE synthesis; HYDROCARBON synthesis; HYDROCARBONS; CHEMICAL reactions
- Publication
Canadian Journal of Chemistry, 2017, Vol 95, Issue 4, p357
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/cjc-2016-0477