synthesis and characterisation of eight isomeric bis(2-pyridyloxy)naphthalenes合成和描述的八个异构bis(2-pyridyloxy)萘.pdfVIP

Molecules 2006, 11, 684-692 molecules ISSN 1420-3049 Full Paper Synthesis and Characterisation of Eight Isomeric Bis(2-pyridyloxy)naphthalenes Brendan J. O’Keefe and Peter J. Steel* Department of Chemistry, College of Science, University of Canterbury, Christchurch, New Zealand * Author to whom correspondence should be addressed; E-mail: peter.steel@canterbury.ac.nz Received : 31 July 2006; in revised form: 28 August 2006 / Accepted: 29 August 2006 / Published: 13 September 2006 Abstract: Eight isomeric bis(2-pyridyloxy)naphthalenes have been prepared from reactions of 2-bromopyridine with the appropriate dihydroxynaphthalene and the products fully characterised by 1- and 2-D NMR spectroscopy. Keywords: N-Bridging ligands; pyridines; naphthalenes. Introduction Over the last decade we have reported the synthesis and study of numerous compounds characterised by the schematic representation 1[1,2]. These are comprised of a central arene core to which are appended a number (n) of heterocyclic rings attached via spacer groups (X). Variation of the arene core, the spacer group, the nature of the heterocycle and the number n has led to an extensive library of bridging ligands that we have used for the construction of a diverse range of 1-, 2- and 3-D metallosupramolecular assemblies with various topological architectures. For example, the dimetallocyclophane 2, stabilised by internal π-π stacking of the central benzene rings, was formed by reaction of silver nitrate with 1,4-bis(2-pyridyloxy)benzene, which has a benzene core, an ether oxygen as spacer and (n = 2) 2-substituted py