Enantioselective synthesis of a conformationally rigid, sterically encumbered, 2-arsino-7-phosphanorbornene

Paul A. Gugger, Anthony C. Willis, S. Bruce Wild, Graham A. Heath, Richard D. Webster, John H. Nelson

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    16 Citations (Scopus)

    Abstract

    Convenient access to the enantionerically pure, conformationally rigid, ligand has been established by intramolecular [4 + 2]-Diels-Alder cycloaddition between dicyclohexylvinylarsine and 3,4-dimethyl-1-phenylphosphole using chiral organopalladium(II) complexes containing orthometallated (S)-1-α-(dimethylamino)ethylnaphthalene or (R)-2-α-(dimethylamino)ethylnaphthalene as the reaction templates. The ligand was displaced from the palladium complex with cyanide and reacted with [η6-arene)RuCl2]2 and NH4PF6 to form diastereomeric [η6-arene)Ru(P-As)Cl]PF6 complexes, chiral at ruthenium. New complexes have been characterized by elemental analyses, electrochemistry, and electronic, circular dichroism, 1H-, 1H{31P}-, 13C{1H}- and 31P{1H}-NMR spectroscopies, and in several cases, by X-ray crystallography.

    Original languageEnglish
    Pages (from-to)136-153
    Number of pages18
    JournalJournal of Organometallic Chemistry
    Volume643-644
    DOIs
    Publication statusPublished - 1 Feb 2002

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