HEXAKIS PORPHYRINATO BENZENES - A NEW CLASS OF PORPHYRIN ARRAYS

Citation
Ham. Biemans et al., HEXAKIS PORPHYRINATO BENZENES - A NEW CLASS OF PORPHYRIN ARRAYS, Journal of the American Chemical Society, 120(43), 1998, pp. 11054-11060
Citations number
46
Categorie Soggetti
Chemistry
ISSN journal
00027863
Volume
120
Issue
43
Year of publication
1998
Pages
11054 - 11060
Database
ISI
SICI code
0002-7863(1998)120:43<11054:HPB-AN>2.0.ZU;2-K
Abstract
A new type of porphyrin array has been synthesized by the coupling of six porphyrin moieties to a central benzene core via an ether linkage. The resulting porphryin supermolecule has a diameter up to 80 PI. and a mass of 8500 daltons. In solution, the six porphyrins around the ce ntral benzene ring arrange themselves into three sets of offset overla pping dimers, which are rapidly interconverting at room temperature. S olution UV-vis and fluorescence studies, however, indicate that there are no electronic interactions between the individual porphyrin molecu les. Upon spreading a chloroform solution of these porphyrin molecules on a surface, they self-assemble Co form ring-shaped architectures on a micrometer scale. Near-field scanning optical microscopy studies re veal that the porphyrin moieties within the rings have an ordered arra ngement with respect to their position in the ring after the sample ha s been annealed at 80 degrees C for 2 days.