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Synthesis of new optically active pyridino- and pyridono-18-crown-6 type ligands containing four lipophilic chains

Highly lipophilic enantiomerically pure pyridino- and pyridono-18-crown-6 type ligands containing four stereogenic centers to which butyl or butoxymethyl groups are attached have been synthesized. X-Ray analysis of the (R)-1-phenylethylammonium and benzylammonium perchlorate complexes of the unsubst...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2003-09, Vol.14 (18), p.2803-2811
Main Authors: Gerencsér, János, Báthori, Nikoletta, Czugler, Mátyás, Huszthy, Péter, Nógrádi, Mihály
Format: Article
Language:English
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Summary:Highly lipophilic enantiomerically pure pyridino- and pyridono-18-crown-6 type ligands containing four stereogenic centers to which butyl or butoxymethyl groups are attached have been synthesized. X-Ray analysis of the (R)-1-phenylethylammonium and benzylammonium perchlorate complexes of the unsubstituted pyridono ligand revealed, that, in contrast to the free ligand, in the complex the hydroxypyridine tautomer is present. Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(03)00590-1