Issue 42, 2014

Effect of torsional twist on 2nd order non-linear optical activity of anthracene and pyrene tricyanofuran derivatives

Abstract

Tricyanofuran (TCF) derivatives attached to both anthracene and pyrene moieties were synthesised and characterised by optical, electrochemical and computational techniques. Both compounds exhibited similar absorption profile as well as electrochemical behaviour, however the pyrene derivative showed 20-fold higher non-linear optical activity measured by the EFISH technique. This huge difference has been assigned to (i) a lower molar absorption and (ii) a higher torsion angle for the anthracene derivative, confirmed by both experimental X-ray diffraction and DFT calculations. Furthermore, we note that the μβ1.907 value of −1700 × 10−48 esu recorded for the pyrene derivative in CHCl3/pyridine is remarkable for a NLO chromophore lacking a classical push–pull structure.

Graphical abstract: Effect of torsional twist on 2nd order non-linear optical activity of anthracene and pyrene tricyanofuran derivatives

Supplementary files

Article information

Article type
Paper
Submitted
06 Aug 2014
Accepted
23 Sep 2014
First published
24 Sep 2014

Phys. Chem. Chem. Phys., 2014,16, 23404-23411

Author version available

Effect of torsional twist on 2nd order non-linear optical activity of anthracene and pyrene tricyanofuran derivatives

M. Planells, M. Pizzotti, G. S. Nichol, F. Tessore and N. Robertson, Phys. Chem. Chem. Phys., 2014, 16, 23404 DOI: 10.1039/C4CP03509G

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