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Updated: Aug 7, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Incorporation of 2-arylhexa-1,5-diene into pentasil zeolite: A distorted 1-arylcyclohexane-1,4-diyl radical cation at
Hiroshi Ikeda1, Tomonori Minegishi, Tsutomu Miyashi
1Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
Abstract:
Incorporation into a redox-active pentasil zeolite [(Na,H)-ZSM-5] converted 2-arylhexa-1,5-dienes (9a-c; aryl = phenyl, tolyl, anisyl) into 1-arylcyclohexane-1,4-diyl radical cations, 10a-c*+. The ESR spectra of 10a-c*+ (six lines, g = 2.0026; a = 9.0 G) indicated the presence of five essentially equivalent nuclei, indicating limited delocalization of spin and charge into the phenyl group. Sequestered in the pores of ZSM-5, the three species 10a-c*+ are stable at room temperature, in striking contrast to the parent radical cation in cryogenic matrices: cyclohexane-1,4-diyl radical cation is converted to cyclohexene radical cation above 90 K. The structures of radical cation 10a*+ (X = H) and of the unsubstituted parent were probed by density functional theory (DFT) and ab initio calculations.
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