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Synthesis and characterisation of four- and eight-membered ring auralactam complexes
Authors:William Henderson  Brian K Nicholson  Allen G Oliver
Institution:

Department of Chemistry, University of Waikato, Private Bag 3105, Hamilton, New Zealand

Abstract:The reactions of the cyclo-aurated gold(III) dihalide complex {C6H3(CH2NMe2)-2-(OMe)-5}AuCl2] with N-cyanoacetylurethane NCCH2C(O)NHCO2Et], 2-benzoylacetanilide PhC(O)CH2C(O)NHPh] and acetoacetanilide MeC(O)CH2C(O)NHPh], and {C6H4(CH2NMe2)-2}AuCl2] with acetoacetanilide in dichloromethane with excess silver(I) oxide gives the first examples of auralactam complexes, containing Image (O)---CHR′ four-membered rings. A single-crystal X-ray diffraction study on the complex {C6H4(CH2NMe2)-2}AImage H(COMe)}] reveals similar structural features to related metallalactam complexes of platinum(II) and palladium(II). When a CDCl3 solution of the complex {C6H3(CH2NMe2)-2-(OMe)-5}AImage HCN}] is allowed to stand for 18 h, a novel dimerisation reaction occurs, giving the insoluble product {C6H3(CH2NMe2)-2-(OMe)-5}Au{N(CO2Et)C(O)CHCN}]2·2CDCl3, characterised by an X-ray structure determination. The dimer contains an eight-membered A ring.
Keywords:Gold  Metallacycle  Lactam  Dimerisation reaction  Crystal structures
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