Synthesis of fused-ring indenes by ruthenium-catalyzed ring-closing metathesis

S Silver, Reko Leino

    Research output: Contribution to journalArticleScientificpeer-review

    11 Citations (Scopus)

    Abstract

    The preparation of new 1, 2-unsymmetrically substituted fused-ring indenes from dialkenyl precursors by utilization of the ruthenium-catalyzed ring-closing metathesis is described. By analogous strategy, 1,3-substituted fused-ring indenes with medium-ring sizes have also been synthesized. For bis(allylsilyl)indene, the formation of a 1,3-fused ring appears to be prevented by ring strain and a 1,1-spiro compound is obtained instead due to rearrangement of the substituents. The rearrangement is enabled by the [1,5]-silatropic shifts operating in silyl-substituted cyclopentadienyl compounds. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheirn, Germany, 2006).
    Original languageUndefined/Unknown
    Pages (from-to)1965–1977
    Number of pages13
    JournalEuropean Journal of Organic Chemistry
    Volume2006
    Issue number8
    DOIs
    Publication statusPublished - 2006
    MoE publication typeA1 Journal article-refereed

    Keywords

    • cyclopentadienyl
    • indene
    • metallocenes
    • metathesis
    • ruthenium

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