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Homoconjugation enhances the photophysical and electrochemical properties of a new 3D intramolecular charge transfer iptycene displaying deep blue emission

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Abstract

A new structural class of 3D molecule capable of intramolecular charge transfer (ICT) is introduced, based upon an electron poor ring-fused triptycene core. Its photophysical and electrochemical properties are evaluated in comparison with an analogous molecule, representative of a single fin of the iptycene. Homoconjugation through the delocalised LUMO of the iptycene facilitates a great increase in transition probability both to and from the ICT state, while the deep blue photoluminescence of the single fin is retained. The peripherally distributed HOMO of the iptycene also permits reversible access to a tricationic state in a single step and at an oxidation potential lower than that of the single fin. This first example demonstrates great potential for this 3D design concept in producing new optoelectronic molecular materials.

Graphical abstract: Homoconjugation enhances the photophysical and electrochemical properties of a new 3D intramolecular charge transfer iptycene displaying deep blue emission

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Publication details

The article was received on 17 Jun 2019, accepted on 06 Sep 2019 and first published on 09 Sep 2019


Article type: Communication
DOI: 10.1039/C9TC03255J
J. Mater. Chem. C, 2019, Advance Article

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    Homoconjugation enhances the photophysical and electrochemical properties of a new 3D intramolecular charge transfer iptycene displaying deep blue emission

    S. Montanaro, D. G. Congrave, M. K. Etherington and I. A. Wright, J. Mater. Chem. C, 2019, Advance Article , DOI: 10.1039/C9TC03255J

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