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Deutsch Intern
    Prof. Dr. W. A. Schenk

    Thioesters & Thionolactones

    Our work in this field began with molybdenum and tungsten complexes of dithioesters (see Metal Carbonyls). Lateron we have taken this subject up again with a specific goal: Complexes of certain biaryl-thionolactones are expected to undergo ring-opening upon nucleophilic attack [68].

    If such reactions are carried out with similar but chiral complexes it may be expected that the ring-opened, conformationally stable biaryl compound is obtained selectively in one of the two enantiomeric forms. This has indeed been accomplished [83, 86, 97, 99]. The structures of one of the starting materials as well as an important intermediate shown below provide clues to the origin of the diastereoselectivity of this reaction sequence.

     

    Structure of the cation of [CpRu(chir)(S=CC18H14O)]BF4 [97]
    Molecular Structure of [CpRu(chir)(SC17H11O)] [97]

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