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Oxidative demetalation of cyclohexadienyl ruthenium(II) complexes: a net Ru-mediated dearomatization
F Christopher Pigge1, John J Coniglio, Nigam P Rath
1Department of Chemistry & Biochemistry, University of Missouri-St. Louis, St. Louis, Missouri 63121-4499, USA. piggec@jinx.umsl.edu
Abstract:
[reaction: see text] An experimentally simple method for the demetalation of spirocyclic cyclohexadienylruthenium(II) complexes has been developed. Treatment of an alkoxy-substituted cyclohexadienyl complex with CuCl(2) affords either azaspiro[4.5]decane derivatives or heavily functionalized tetrahydroisoquinolines. The former reaction manifold completes a net Ru-mediated dearomatization as the organometallic starting materials are prepared from (eta(6)-arene)Ru(II) precursors. Both of these heterocyclic products are well suited for further synthetic elaboration.