Donor- and acceptor-functionalized dibenzo[a,e]pentalenes modulation of the electronic band gap

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Abstract: Dibenzo[a,e]pentalene (DBP) is a low-bandgap organic semiconductor. A versatile synthetic route to DBPs substituted with aryl or alkyl groups in the 5,10-positions and electron-donating or -accepting functionalities in the 2,7-positions is described. Six donor- or acceptor-functionalized DBP derivatives were synthesized that show amphoteric redox behavior and band gaps around 2 eV. Through choice of the 2,7-substituents, the HOMO/LUMO energy levels and band gaps can be adjusted within a range of up to 0.6 eV. In the solid state, the DBP derivatives assume herringbone-type packing structures

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch
Notes
Organic chemistry frontiers. 2017, DOI 10.1039/C6QO00487C, issn: 2052-4129
IN COPYRIGHT http://rightsstatements.org/page/InC/1.0 rs

Classification
Chemie

Event
Veröffentlichung
(where)
Freiburg
(who)
Universität
(when)
2017
Creator
Contributor
Fakultät für Chemie und Pharmazie
Institut für Organische Chemie
Albert-Ludwigs-Universität Freiburg

DOI
10.1039/c6qo00487c
URN
urn:nbn:de:bsz:25-freidok-118149
Rights
Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:48 AM CEST

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Time of origin

  • 2017

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