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1,2-Dialkoxyacenaphthylenes and 2,3,11,12-bis-(1,2-acenaphtho)-[18]crown-6
Authors:A Merz  F Dietl  R Tomahogh  G Weber  GM Sheldrick
Institution:Institut für Organische Chemie der Universität Universitätsstr. 31, D-8400 Regensburg, FRG;Institut für Anorganische Chemie der Universität Tammannstr. 4, P-3400 Göttingen, FRG
Abstract:A general synthesis of 1,2-dialkoxyacenaphthylenes by dehydrogenation of the corresponding acenaphthene derivatives with high potential quinones is described. The new crown ether, 2,3,11,12-bis(1,2-acenaphtho)-18]crown-6, 1, is obtained by this route. The surprisingly poor complexing ability of 1 is ascribed to electronic and geometrical effects of the acenaphthylene rings as shown by spectroscopic and voltammetric data and the crystal structure of the free ligand 1.
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