@article{SengeRosslervonGersdorffetal.2004, author = {Senge, Mathias O. and Rossler, B. and von Gersdorff, J. and Schafer, A. and Kurreck, H.}, title = {The meso-beta-linkage as structural motif in porphyrin-based donor-acceptor compounds}, issn = {0040-4039}, year = {2004}, abstract = {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}, language = {en} }