Tetrahedron

1, 2-Dialkoxyacenaphthylenes and 2, 3, 11, 12-bis-(1, 2-acenaphtho)-[18] crown-6

A Merz, F Dietl, R Tomahogh, G Weber, GM Sheldrick

Index: Merz,A.; Dietl,F.; Tomahogh,R. Tetrahedron, 1984 , vol. 40, p. 665

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Citation Number: 7

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 ...