The meso-beta-linkage as structural motif in porphyrin-based donor-acceptor compounds
- Synthetic strategies for using the beta-linkage as a structural motif in electron transfer mimics have been tested. Exploratory syntheses of directly meso-beta-linked bis- and trisporphyrins and the first representative X-ray structure of a meso-beta-linked bisporphyrins are reported. The structure reveals a unique form of intramolecular- pi-pi stabilization between one porphyrin and a meso-aryl substituent in a second porphyrin unit that accounts for the stability of different atropisomers in trimers. Using beta-formyl porphyrins, dipyrromethanes, and suitable quinone precursor aldehydes, mixed condensations gave convenient access to porphyrin-porphyrin-quinone (P-P-Q) donor acceptor systems consisting of a meso-beta-linked bisporphyrin. a spacer, and a quinone acceptor. (C) 2004 Elsevier Ltd. All rights reserved
Verfasserangaben: | Mathias O. Senge, B. Rossler, J. von Gersdorff, A. Schafer, H. Kurreck |
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ISSN: | 0040-4039 |
Publikationstyp: | Wissenschaftlicher Artikel |
Sprache: | Englisch |
Jahr der Erstveröffentlichung: | 2004 |
Erscheinungsjahr: | 2004 |
Datum der Freischaltung: | 24.03.2017 |
Quelle: | Tetrahedron Letters. - ISSN 0040-4039. - 45 (2004), 17, S. 3363 - 3367 |
Organisationseinheiten: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
Peer Review: | Referiert |