A push-pull unsymmetrical subphthalocyanine dimer

Zango G, Zirzlmeier J, Claessens CG, Clark T, Victoria Martinez-Diaz M, Guldi DM, Torres T (2015)

Publication Status: Published

Publication Type: Journal article

Publication year: 2015

Journal

Chemical Science Royal Society of Chemistry

Publisher: Royal Society of Chemistry

Book Volume: 6

Pages Range: 5571-5577

Journal Issue: 10

DOI: 10.1039/c5sc01709b

Abstract

Unsymmetrical subphthalocyanine fused dimers have been prepared from appropriate ortho-dinitrile SubPc precursors. In particular, either electron-donating or electron-accepting substituents have been introduced on each SubPc constituent unit, resulting in unprecedented push-pull pi-extended curved aromatic macrocycles. From fluorescence experiments in solvents of different polarity we conclude a dual fluorescence, namely a delocalized singlet excited state (1.73 eV) and a polarized charge transfer state (<1.7 eV). Pump probe experiments corroborate the dual nature of the fluorescence. On one hand, the delocalized singlet excited state gives rise to a several nanosecond lasting intersystem crossing yielding the corresponding triplet excited state. On the other hand, the polarized charge transfer state deactivates within a few picosesonds. Visualization of the charge transfer state was accomplished by means of molecular modeling with a slight polarization of the HOMO towards the electron donor and of the LUMO towards the electron acceptor.

Authors with CRIS profile

Johannes Zirzlmeier Lehrstuhl für Physikalische Chemie I Timothy Clark Computer-Chemie-Centrum (CCC) Dirk Michael Guldi Lehrstuhl für Physikalische Chemie I

Additional Organisation(s)

Exzellenz-Cluster Engineering of Advanced Materials (EAM)

Involved external institutions

Universidad Autónoma de Madrid (UAM) ES Spain (ES)

How to cite

APA:

Zango, G., Zirzlmeier, J., Claessens, C.G., Clark, T., Victoria Martinez-Diaz, M., Guldi, D.M., & Torres, T. (2015). A push-pull unsymmetrical subphthalocyanine dimer. Chemical Science, 6(10), 5571-5577. https://doi.org/10.1039/c5sc01709b

MLA:

Zango, German, et al. "A push-pull unsymmetrical subphthalocyanine dimer." Chemical Science 6.10 (2015): 5571-5577.

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