Aggregates of Hexakis(n-hexyloxy)triphenylene Self-Assemble in Dodecane Solution: Intercalation of (-)-Menthol 3,5-Dinitrobenzoate Induces Formation of Helical Structures

Article abstract of DOI:10.1021/jo00113a023

Concentrated dodecane solutions of hexakis(n-hexyloxy)triphenylene form columnar aggregates as evidenced by optical spectroscopy.Addition of either ethyl 3,5-dinitrobenzoate, (+)-2'-octyl 3,5-dinitrobenzoate, (-)-2'-butyl 3,5-dinitrobenzoate, or (-)-menthol 3,5-dinitrobenzoate to these solutions results in the formation of charge-transfer complexes as shown by examination of their optical spectra.Investigation of the circular dichroism spectra of the charge-transfer complexes suggests that intercalation of the menthol ester in the columnar aggregate induces a helical twist to the structure.