Journal article

Systematically Studying the Effect of Fluoride on the Properties of Cyclophanes Bearing Naphthalene Diimide and Dialkoxyaryl Groups

NA Young, SC Drew, S Maniam, SJ Langford

Chemistry an Asian Journal | WILEY-V C H VERLAG GMBH | Published : 2017

Abstract

Anion–π interactions between the Lewis basic anion fluoride and π-acidic naphthalene diimide was systematically studied in a series of cyclophanes in which the properties are modulated through the influence of a second, electron-rich aromatic unit. The systems and subsequently generated radical anions, upon addition of fluoride, were studied by absorption spectroscopic and EPR techniques. The results infer a modulation as a result of the nature and strength of the π–π interaction in the macrocyclic structure.

University of Melbourne Researchers

Grants

Awarded by Australian Research Council


Funding Acknowledgements

Financial support from the Australian Research Council through the Discovery Grant Scheme (DP130101861 and DP170104477) is gratefully acknowledged. We thank Dr Craig Forsyth for technical assistance with X-ray crystallography and Dr Sally Duck for mass spectrometry data. Electrochemistry was performed by Jiezhen Li.