Acid/base-triggered switching of circularly polarized luminescence and electronic circular dichroism in organic and organometallic helicenes

Saleh, S.; Moore , B.; Srebro, M.; Vanthuyne, N.; Toupet, L.; Williams, J.A.G.; Roussel, C.; Deol, K.K.; Muller, G.; Autschbach, J.; Crassous, C.

doi:10.1002/chem.201405176

Acid/base-triggered switching of circularly polarized luminescence and electronic circular dichroism in organic and organometallic helicenes

Saleh, S.; Moore , B.; Srebro, M.; Vanthuyne, N.; Toupet, L.; Williams, J.A.G.; Roussel, C.; Deol, K.K.; Muller, G.; Autschbach, J.; Crassous, C.

Authors

S. Saleh

B. Moore

M. Srebro

N. Vanthuyne

L. Toupet

Professor Gareth Williams j.a.g.williams@durham.ac.uk
Professor

C. Roussel

K.K. Deol

G. Muller

J. Autschbach

C. Crassous

Abstract

Electronic circular dichroism and circularly polarized luminescence acid/base switching activity has been demonstrated in helicene-bipyridine proligand 1 a and in its “rollover” cycloplatinated derivative 2 a. Whereas proligand 1 a displays a strong bathochromic shift (>160 nm) of the nonpolarized and circularly polarized luminescence upon protonation, complex 2 a displays slightly stronger emission. This strikingly different behavior between singlet emission in the organic helicene and triplet emission in the organometallic derivative has been rationalized by using quantum-chemical calculations. The very large bathochromic shift of the emission observed upon protonation of azahelicene-bipyridine 1 a has been attributed to the decrease in aromaticity (promoting a charge-transfer-type transition rather than a π–π* transition) as well as an increase in the HOMO–LUMO character of the transition and stabilization of the LUMO level upon protonation.

Citation

Saleh, S., Moore, B., Srebro, M., Vanthuyne, N., Toupet, L., Williams, J., …Crassous, C. (2015). Acid/base-triggered switching of circularly polarized luminescence and electronic circular dichroism in organic and organometallic helicenes. Chemistry - A European Journal, 21(4), 1673-1681. https://doi.org/10.1002/chem.201405176

Journal Article Type	Article
Online Publication Date	Nov 21, 2014
Publication Date	Jan 19, 2015
Deposit Date	Nov 20, 2014
Publicly Available Date	Nov 21, 2014
Journal	Chemistry - A European Journal
Print ISSN	0947-6539
Electronic ISSN	1521-3765
Publisher	Wiley
Peer Reviewed	Peer Reviewed
Volume	21
Issue	4
Pages	1673-1681
DOI	https://doi.org/10.1002/chem.201405176
Keywords	Circular dichroism, Density functional calculations, Helicenes, Luminescence, Switches.

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Copyright Statement
This is the peer reviewed version of the following article: Saleh, N., Moore, B., Srebro, M., Vanthuyne, N., Toupet, L., Williams, J. A. G., Roussel, C., Deol, K. K., Muller, G., Autschbach, J. and Crassous, J. (2014), Acid/Base-Triggered Switching of Circularly Polarized Luminescence and Electronic Circular Dichroism in Organic and Organometallic Helicenes. Chemistry - a European journal, 21 (4): 1673-1681, which has been published in final form at http://dx.doi.org/10.1002/chem.201405176. This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.