Issue 20, 1992
From the journal:

Journal of the Chemical Society, Chemical Communications

Lithiation and dethiacarbonylation of a heterocyclic thioamide C6H4O·C([double bond, length half m-dash]S)NH by reaction with solid Li2S in the presence of hexamethylphosphoramide: synthesis and crystal structure of [C6H4O·C([double bond, length half m-dash]S)NLi·HMPA]2·C6H4(OH)NH2

David R. Armstrong,   F. Adele Banbury,   Matthew G. Davidson,   Paul R. Raithby,   Ronald Snaith  and  Dietmar Stalke  

Abstract

Solid Li2S reacts with a solution of [graphic omitted]H and hexamethylphosphoramide (HMPA) in toluene to give [[graphic omitted]Li·µ2-HMPA]2·C6H4(OH)NH2, 1, in which two equivalents of the organic acid have been lithiated while a third equivalent has been stripped of its C[double bond, length half m-dash]S group and di-protonated; structurally, complex 1, which can also be prepared directly by reacting BunLi, [graphic omitted]H, HMPA and NH2C6H4OH in 2:2:2:1 amounts, is unique in having a heterobifunctional ligand (NH2C6H4OH) bridging two Li+ centres in the same molecule.

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Article information

DOI
https://doi.org/10.1039/C39920001492
Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 1492-1494

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Lithiation and dethiacarbonylation of a heterocyclic thioamide C6H4O·C([double bond, length half m-dash]S)NH by reaction with solid Li2S in the presence of hexamethylphosphoramide: synthesis and crystal structure of [C6H4O·C([double bond, length half m-dash]S)NLi·HMPA]2·C6H4(OH)NH2

D. R. Armstrong, F. A. Banbury, M. G. Davidson, P. R. Raithby, R. Snaith and D. Stalke, J. Chem. Soc., Chem. Commun., 1992, 1492 DOI: 10.1039/C39920001492

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