ISSN:
0009-2940
Keywords:
Porphyrin-quinone cyclophanes
;
Photoinduced electron transfer
;
Porphyrin cyclophane syntheses
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
For studying intramolecular electron-transfer reactions, three groups of double- and single-bridged porphyrin-quinone cyclophanes 1-4, 5-9, and 11-14, resp., with gradual variation of quinone acceptor strengths were synthesized. As key intermediates for building up the porphyrin-cyclophane skeleton the correspondingly 3,6-substituted 1,4-bis[4-(2-formylphenyl)-butyl]-2,5-dimethoxybenzenes 15-20 were synthesized. Condensation with pyrrole yielded the doubly bridged porphyrin cyclophanes 42-45; via the bis(dipyrrolylmethyl) derivatives 46-51 and 64-67 the single-bridged porphyrin cyclophanes 58-63 and 72-75 were obtained by acidic condensation with triethyl formate. Cleavage of the methoxy groups and oxidation yielded the corresponding porphyrin-quinone systems. Some magnesium and zinc complexes of these cyclophanes are described. Spectroscopic data (MS, 1H NMR) are reported in support of the proposed structures.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921251017
Permalink