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Updated: Jun 28, 2025

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Published on: June 23, 2023
Tuning the redox profile of the 6,6'-biazulenic platform through functionalization along its molecular axis
Shaun R Kelsey1, Georgii Griaznov1, Andrew D Spaeth1
1Department of Chemistry, University of Kansas, Lawrence, KS 66045, USA. mbarybin@ku.edu.
Abstract:
The E1/2 potential associated with reduction of the linearly-functionalized 6,6'-biazulenic scaffold is accurately correlated to the combined σp Hammett parameters of the substituents over >600 mV range. X-ray crystallographic analysis of the 2,2'-dichloro-substituted derivative revealed unexpectedly short C-Cl bond distances, along with other metric changes, suggesting a non-trivial cycloheptafulvalene-like structural contribution.
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