A series of first-generation polyphenylene dendrimers based on three different cores were prepared by Diels-Alder cycloaddition and their single-crystal structures were determined. Consisting exclusively of interlocked, twisted phenyl rings, these polyphenylene nanostructures have exciting structural and dynamic properties. Single crystals of dendrimers, suitable for X-ray structure analysis, were grown from different solvent mixtures by slow evaporation at room temperature.
View Article and Find Full Text PDFIn this paper we present the synthesis and characterization of the so far largest polycyclic aromatic hydrocarbon (PAH), containing 222 carbon atoms or 37 separate benzene units. First a suitable three-dimensional oligophenylene precursor molecule is built up by a sequence of Diels-Alder and cyclotrimerization reactions and then planarized in the final step by oxidative cyclodehydrogenation to the corresponding hexagonal PAH. Structural proof is based on isotopically resolved MALDI-TOF mass spectra and electronic characteristics are studied by UV/Vis spectroscopy.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
November 2001
Rigid, dendritic poly(paraphenylene)s are excellently suited as sensitive and selective coatings for gravimetric sensors (quartz microbalances), since they incorporate guest molecules reversibly into their interior voids. The variety of their potential designs allows an optimal match of these multitalented hosts to the guests (analytes) to be monitored.
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