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Lookup NU author(s): Dr Stephen Liddle, Professor William Clegg
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Reaction between one equivalent of n-butyllithium and 2-phenylaminopyridine, in the presence of 12-crown-4 ether (12C4) in toluene, affords the discrete ion-pair complex [{Li(12C4)2} {N(Py)(Ph)·HN(Py)(Ph)}] (1), in which the secondary amine proton is hydrogen-bonded to the secondary amide anion. Compound 1 is the sole isolable product of this reaction, irrespective of the amount of lithium alkyl employed, metallation never exceeding 50%. Metathesis of 1 with sodium- or potassium-tert-butoxide affords the homologous complexes [{Na(12C4) 2} {N(Py)(Ph)·HN(Py)(Ph)}] (2) and [{K(12C4)2} {N(Py)(Ph)·HN(Py)(Ph)}] (3), respectively. Compounds 1, 2 and 3 have all been characterised by X-ray crystallography, NMR spectroscopy and elemental analysis. © 2003 Elsevier Ltd. All rights reserved.
Author(s): Liddle ST, Clegg W
Publication type: Article
Publication status: Published
Journal: Polyhedron
Year: 2003
Volume: 22
Issue: 27
Pages: 3507-3513
ISSN (print): 0277-5387
ISSN (electronic): 1873-3719
Publisher: Pergamon
URL: http://dx.doi.org/10.1016/j.poly.2003.09.011
DOI: 10.1016/j.poly.2003.09.011
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