Dithiafulvenyl-Extended N-Heterotriangulenes and Their Interaction with C60: Cooperative Fluorescence
Gliemann B, Strauß V, Hitzenberger J, Dral PO, Hampel F, Gisselbrecht JP, Drewello T, Thiel W, Guldi DM, Kivala M (2017)
Publication Type: Journal article
Publication year: 2017
Journal
Book Volume: 23
Pages Range: 12353-12362
Journal Issue: 50
Abstract
We describe the synthesis as well as the electronic and photophysical characterization of novel N-heterotriangulene derivatives decorated with methoxycarbonyl- and methyl-sulfanyl-substituted dithiafulvenyl moieties. The association of these electron-rich compounds with fullerene C60 as electron acceptor was investigated by means of photophysical, voltammetric, and mass spectrometric methods and rationalized by DFT calculations. Importantly, light-induced interactions between the dithiafulvene-substituted N-heterotriangulene bearing methoxycarbonyl substituents with C60 leads to cooperative fluorescence. Quantitative Job plot analyses by means of fluorescence spectroscopy and voltammetry confirm a 1:1 association with binding constants in the order of 104 m-1. Supportive results for the supramolecular assembly of both N-heterotriangulenes with C60 were obtained by ESI mass spectrometric investigations in the gas phase.
Authors with CRIS profile
Bettina Gliemann
Lehrstuhl für Organische Chemie I
Volker Strauß
Interdisziplinäres Zentrum für Molekulare Materialien (ICMM)
Jakob Hitzenberger
Professur für Physikalische Chemie
Frank Hampel
Lehrstuhl für Organische Chemie I
Thomas Drewello
Professur für Physikalische Chemie
Dirk Michael Guldi
Lehrstuhl für Physikalische Chemie I
Milan Kivala
Lehrstuhl für Organische Chemie I
Additional Organisation(s)
Involved external institutions
Max-Planck-Institut für Kohlenforschung (MPI KoFo) / Max Planck Institute for Coal Research
Germany (DE)
Université de Strasbourg (UDS)
France (FR)
Germany (DE)
Université de Strasbourg (UDS)
France (FR)
How to cite
APA:
Gliemann, B., Strauß, V., Hitzenberger, J., Dral, P.O., Hampel, F., Gisselbrecht, J.-P.,... Kivala, M. (2017). Dithiafulvenyl-Extended N-Heterotriangulenes and Their Interaction with C60: Cooperative Fluorescence. Chemistry - A European Journal, 23(50), 12353-12362. https://doi.org/10.1002/chem.201701625
MLA:
Gliemann, Bettina, et al. "Dithiafulvenyl-Extended N-Heterotriangulenes and Their Interaction with C60: Cooperative Fluorescence." Chemistry - A European Journal 23.50 (2017): 12353-12362.
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