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  Dithiafulvenyl-Extended N-Heterotriangulenes and Their Interaction with C60: Cooperative Fluorescence

Gliemann, B. D., Strauss, V., Hitzenberger, J. F., Dral, P. O., Hampel, F., Gisselbrecht, J.-P., et al. (2017). Dithiafulvenyl-Extended N-Heterotriangulenes and Their Interaction with C60: Cooperative Fluorescence. Chemistry – A European Journal, 23(50), 12353-12362. doi:10.1002/chem.201701625.

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chem201701625-sup-0001-misc_information.pdf (Supplementary material), 4MB
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 Creators:
Gliemann, Bettina D.1, Author
Strauss, Volker2, Author
Hitzenberger, Jakob F.2, Author
Dral, Pavlo O.3, Author              
Hampel, Frank1, Author
Gisselbrecht, Jean-Paul4, Author
Drewello, Thomas2, Author
Thiel, Walter3, Author              
Guldi, Dirk M.2, Author
Kivala, Mila1, Author
Affiliations:
1Department of Chemistry and Pharmacy, University of Erlangen-Nürnberg, Erlangen, Germany, ou_persistent22              
2Department of Chemie and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM), University of Erlangen-Nürnberg, Erlangen, Germany, ou_persistent22              
3Research Department Thiel, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445590              
4Laboratoire d'Electrochimie et de Chimie Physique du Corps Solide, Institut de Chimie–LC3–UMR 7177, C.N.R.S, Université de Strasbourg, 4, Strasbourg, France, ou_persistent22              

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Free keywords: 1,3-dithiafulvene; electrochemistry; fluorescence; fullerenes; N-heterotriangulenes
 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.

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Language(s): eng - English
 Dates: 2017-04-112017-06-022017-08-012017-09-07
 Publication Status: Published in print
 Pages: 10
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/chem.201701625
 Degree: -

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Title: Chemistry – A European Journal
  Other : Chem. – Eur. J.
  Other : Chem. Eur. J.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 23 (50) Sequence Number: - Start / End Page: 12353 - 12362 Identifier: ISSN: 0947-6539
CoNE: https://pure.mpg.de/cone/journals/resource/954926979058