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dc.contributor.authorRobinson, Nicholas P.en_US
dc.contributor.authorDepree, Gary J.en_US
dc.contributor.authorde Wit, Rene W.en_US
dc.contributor.authorMain, Lyndsayen_US
dc.contributor.authorNicholson, Brian K.en_US
dc.identifier.citationRobinson, N.P., Depree, G.J., de Wit, R.W., Main, L. & Nicholson, B.K. (2005). Indenols, indenones and (arylcyclohexadienyl)Mn(CO)3 π-complexes from the thermally promoted reactions of alkynes with ortho-Mn(CO)4 aryl ketone, amide, ester and aldehyde derivatives. Journal of Organometallic Chemistry, 690(16), 3827-3837en_US
dc.description.abstractThermally promoted reactions of a range of alkynes with the orthomanganated acetophenone (η2-2-acetylphenyl)Mn(CO)4 generally give 1H-inden-1-ols in good yield; effects of substituents and solvent on these reactions are reported, along with the crystal structure of 1-methyl-2,3-diphenyl-1H-inden-1-ol. The corresponding orthomanganated benzophenone similarly gives the indenol with diphenylacetylene but by exception, orthomanganated 3-acetylthiophene with phenylacetylene reacts via triple alkyne insertion and cyclisation, shown by crystal structure determination of the π-complex product [(1,2,3,4,5-η)-2-(3-acetylthien-2-yl)-1,3,5-triphenylcyclohexadienyl]tricarbonylmanganese. Corresponding orthomanganated derivatives of N,N-dimethylbenzamide, methyl 3,4,5-trimethoxybenzoate and 4-dimethylaminobenzaldehyde all give indenones with diphenylacetylene, but with (excess) acetylene only the aldehyde gives an indenone, the amide and ester giving instead [(1,2,3,4,5-η)-6-arylcyclohexadienyl]Mn(CO)3 complexes. 1H NMR analysis of these complexes shows H at C6 to be on the same face of the cyclohexadienyl ring as Mn(CO)3 (endo-6-H; exo 6-aryl) as expected from three successive syn additions of alkyne at metallated carbon followed by intramolecular syn addition of alkene in the final cyclisation stage.en_US
dc.rightsThis article is published in the Journal of Organometallic Chemistry, (c) 2005 Elsevier B.V.en_US
dc.subjectAlkyne couplingen_US
dc.subjectCyclohexadienyl complexen_US
dc.subjectCrystal structureen_US
dc.titleIndenols, indenones and (arylcyclohexadienyl)Mn(CO)3 π-complexes from the thermally promoted reactions of alkynes with ortho-Mn(CO)4 aryl ketone, amide, ester and aldehyde derivativesen_US
dc.typeJournal Articleen_US
dc.relation.isPartOfJournal of Organometallic Chemistryen_NZ

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