Controlling Catenations, Properties and Relative Ring-Component Movements in Catenanes with Aromatic Fluorine Substituents

Autor:	Marco Montalti, Douglas Philp, Roberto Ballardini, Vincenzo Balzani, Christopher L. Brown, Alberto Credi, J. Fraser Stoddart, Margherita Venturi, Richard E. Gillard, David J. Williams, Andrew J. White, Brian J. Williams
Rok vydání:	1997
Předmět:	Molecular model Hydroquinone Catenane chemistry.chemical_element General Chemistry Fluorine-19 NMR Ring (chemistry) Photochemistry Electrochemistry Biochemistry Catalysis Catenation chemistry.chemical_compound Colloid and Surface Chemistry chemistry Polymer chemistry Fluorine
Zdroj:	Journal of the American Chemical Society. 119:12503-12513
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja970640a
Popis:	Four new fluorine-containing macrocyclic polyethers based on bis-p-phenylene-34-crown-10 have been synthesized and subsequently catenated, separately, with cyclobis(paraquat-p-phenylene). The efficiencies of the catenations are strongly influenced by the aromatic ring templates in the macrocyclic polyethers. Incorporation of fluorine atom substituents into one of the hydroquinone rings in bis-p-phenylene-34-crown-10 had only a small effect on the percentage yields, whereas employing bis-p-phenylene-34-crown-10 derivatives, in which both hydroquinone rings have been at least partially fluorinated, resulted in a dramatic decrease in catenation yields. In [2]catenanes incorporating macrocyclic polyethers containing one hydroquinone and one fluorinated hydroquinone ring, in both the solution (1H and 19F NMR, and UV−vis spectroscopies, electrochemical studies and molecular modeling) and solid (X-ray crystallography and molecular modeling) states, by far the major translational isomers observed were the ones wi...
Databáze:	OpenAIRE
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