Issue 17, 2016

[60]Fullerene–porphyrin [n]pseudorotaxanes: self-assembly, photophysics and third-order NLO response

Abstract

By means of different spectroscopic techniques, we investigate a novel series of porphyrin derivatives (H2TPP), connected to dibenzo-24-crown-8 (DB24C8) moieties, which undergo self-assembly with different methano[60]fullerene units bearing dibenzylammonium (DBA) cations. The formation of both [2] and [3]pseudorotaxanes was proved by means of NMR, UV-Vis-NIR absorption and emission spectroscopies. With the support of molecular modelling studies, spectroscopic investigations showed the presence of a secondary interaction between the porphyrin and the C60 chromophores leading to the formation of different types of “face-to-face” assemblies. Remarkably, investigations of the non-linear optical response of these supramolecular systems showed that individual porphyrin and fullerene derivatives exhibit significantly lower second hyperpolarizability values when compared to their pseudorotaxanes functionalised counterparts. This proves that this class of supramolecular materials possesses relevant NLO response, which strongly depends on the structural arrangement of the chromophores in solution.

Graphical abstract: [60]Fullerene–porphyrin [n]pseudorotaxanes: self-assembly, photophysics and third-order NLO response

Supplementary files

Article information

Article type
Paper
Submitted
08 10 2015
Accepted
05 1 2016
First published
08 1 2016

Phys. Chem. Chem. Phys., 2016,18, 11858-11868

Author version available

[60]Fullerene–porphyrin [n]pseudorotaxanes: self-assembly, photophysics and third-order NLO response

L. Đorđević, T. Marangoni, F. De Leo, I. Papagiannouli, P. Aloukos, S. Couris, E. Pavoni, F. Monti, N. Armaroli, M. Prato and D. Bonifazi, Phys. Chem. Chem. Phys., 2016, 18, 11858 DOI: 10.1039/C5CP06055A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements