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Chiral pyridylamino-ruthenium(ii) complexes: synthesis, structure and catalytic properties in Diels-Alder reactions.

Chiral pyridylamino-ruthenium(ii) complexes: synthesis, structure and catalytic properties in Diels-Alder reactions. Research Abstract Details 

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  • Chiral pyridylamino-ruthenium(ii) complexes: synthesis, structure and catalytic properties in Diels-Alder reactions. Abstract Text:

    Half-sandwich complexes [(eta(6)-arene)RuCl(pyam)][SbF(6)] (pyam = L(n) = N-(2-pyridylmethyl)-(R)-1-phenylethylamine (L(1)), N-(2-pyridylmethyl)-(R)-1-naphthylethylamine (L(2)), N-(2-quinolylmethyl)-(R)-1-naphthylethylamine (L(3)), N-(2-pyridylmethyl)-(R)-1-cyclohexylethylamine (L(4)), N-(2-pyridylmethyl)-(1R,2S,4R)-1-bornylamine (L(5))) have been synthetised and characterised. Treatment of these compounds with AgSbF(6) generates dicationic complexes [(eta(6)-arene)Ru(pyam)(H(2)O)](2+) which act as enantioselective catalysts for the Diels-Alder reactions of methacrolein and cyclopentadiene. The catalytic reactions occur quickly at room temperature with good exo : endo selectivity (from 84 : 16 to 98 : 2) and moderate enantioselectivity (up to 74% ee). The molecular structures of the chloride complexes (R(Ru),S(N),R(C))-[(eta(6)-p-MeC(6)H(4)iPr)RuClL(1)][SbF(6)], (R(Ru),S(N),S(C2))-[(eta(6)-p-MeC(6)H(4)iPr)RuClL(5)][SbF(6)], and that of the aqua complex (R(Ru),S(N),S(C2))-[(eta(6)-p-MeC(6)H(4)iPr)RuL(5)(H(2)O)][SbF(6)](2), were determined by X-ray diffractometric methods. The distinctive variations observed in the molecular structures of these complexes only concern the puckering parameters of the metallacycle and the relative disposition of substituents within this ring. A clear trend to localise the most steric demanding substituents at equatorial positions is evident from the structural study.

    Chiral pyridylamino-ruthenium(ii) complexes: synthesis, structure and catalytic properties in Diels-Alder reactions. Publishing Authors By Initials

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    Chiral pyridylamino-ruthenium(ii) complexes: synthesis, structure and catalytic properties in Diels-Alder reactions. Journal Published:

    PUBLICATION TYPE: Journal Article

    Journal: Dalton transactions (Cambridge, England : 2003)

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    Page Numbers: 3328-38

    Journal Abbreviation:

    ISSN: 1477-9226

    DAY: 14

    MONTH: 05

    YEAR: 2008

    Chiral pyridylamino-ruthenium(ii) complexes: synthesis, structure and catalytic properties in Diels-Alder reactions. Information

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    LANGUAGE: eng

    NlmUniqueID: 101176026

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    Grant and Affiliation Information for Chiral pyridylamino-ruthenium(ii) complexes: synthesis, structure and catalytic properties in Diels-Alder reactions.

    AFFILIATION: Departamento de Química Inorgánica, InstitutoUniversitario de Catálisis Homogénea, Instituto de Ciencia de Materiales de Aragón, Universidad de Zaragoza-Consejo Superior de Investigaciones Científicas, 50009, Zaragoza, Spain.

    Country: England

    England Research PublicationEngland Research Publication

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    MEDLINETA: Dalton Trans

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