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The changing structural chemistry of lithium anilide on solvation by pyridine, 4-methylpyridine or 4-tert-butylpyridine

Lookup NU author(s): Emeritus Professor Bill CleggORCiD, Dr Lynne Horsburgh, Dr Stephen Liddle, Alan Robertson


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A family of crystalline lithium anilide solvates, [{PhN(H)Li-(pyr)2}2] 1, [{PhN(H)Li-(4-Me-pyr)2}J 2 and [{PhN(H)Li}4-(4-Bu1-pyr)6] 3 has been synthesised by reacting the aromatic primary' amide with two molar equivalents of the appropriate pyridine-based solvent(pyridine, 4-methylpyridine and 4-to7-butylpyridine, respectively) in hexane-toluene solution. X-Ray crystallographic studies have revealed three contrasting structures: 1 adopts a dinuclear, dimeric [(anilido)N-Li]2 ring arrangement with a transoid(qnti) conformation of amido substituents; 2 adopts a similar arrangement but with a cisoid(syii) conformation of amido substituents; and 3 adopts a novel tetranuclear arrangement with a central [(anilido)N-Li]2 transoid ring, separating two mixed ligand [(anilido)N-Li-(pyr)N-Li] rings, made possible by the unusual u-bonding of a 4-to7-butyIpyridine ligand. A combination of 1H, 7Li and 13C NMR spectroscopic studies at 300 K suggests similar environments exist for corresponding atoms in [2H8]-toluene solutions of 1,2 or 3. Further examination of the solution of 3 over the temperature window(300-193 K) has detected a fluxional structure involving the intramolecular exchange of two distinct types of anilido ligand, consistent with those present in the molecular structure of crystalline 3. © The Royal Society of Chemistry 2000.

Publication metadata

Author(s): Clegg W, Horsburgh L, Liddle ST, Mackenzie FM, Mulvey RE, Robertson A

Publication type: Article

Publication status: Published

Journal: Journal of the Chemical Society, Dalton Transactions

Year: 2000

Issue: 7

Pages: 1225-1231

Print publication date: 01/01/2000

ISSN (print): 1472-7773

ISSN (electronic): 1364-5447

Publisher: Royal Society of Chemistry


DOI: 10.1039/b000576m


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