Self-assembly of a (benzothiazolyl)ethenylbenzocrown ether into a sandwich complex and stereoselective [2+2] photocycloaddition
2005 (English)In: RUSSIAN CHEMICAL BULLETIN, ISSN 1066-5285, Vol. 54, no 7, 1569-79 p.Article in journal (Refereed) Published
In the presence of Ba2+ ions, (benzothiazolyl)ethenylbenzocrown ether forms the stable sandwich complex 2L center dot Ba2+ with an unusual structure, in which the benzothiazole fragments are arranged one above the other. Irradiation of the sandwich complex with visible light induces stereoselective [2+2] cycloaddition giving rise to two "head-to-head" isomers of biscrown-cyclobutane. The addition of dibasic dicarboxylic acids that additionally stabilize the sandwich complex in a favorable conformation affects the isomer ratio of the cyclobutanes formed. The conformational equilibria for the sandwich complex and cyclobutanes were studied by H-1 N MR spectroscopy.
Place, publisher, year, edition, pages
2005. Vol. 54, no 7, 1569-79 p.
hetarylphenylethylenes, (benzothiazolyl)ethenylbenzocrown ether, complexation, barium, sandwich complexes, cycloaddition, cyclobutanes, dicarboxylic acids
IdentifiersURN: urn:nbn:se:umu:diva-13394DOI: 10.1007/s11172-006-0005-9OAI: oai:DiVA.org:umu-13394DiVA: diva2:153065