Isolation of ruthenium-indoline and -indole zwitterion complexes: Insight into the metal-induced cyclization of aniline-tethered alkynes and strategy to lower the activation barrier of metal-vinylidene formation

Chi-Fung Yeung, Lai-Hon Chung, Hoi-Shing Lo, Chun-Hong Chiu, Jialin Cai, Chun-Yuen Wong*

*Corresponding author for this work

    Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

    36 Citations (Scopus)

    Abstract

    Isolation of the first examples of Ru(II)-indoline and -indole zwitterion complexes derived from reactions between [Ru([14]aneS4)Cl2] ([14]aneS4 = 1,4,8,11-tetrathiacyclotetradecane) and aniline-tethered alkynes has been achieved. Mechanistic studies regarding the selectivity between a "vinylidene-involving pathway" and a "direct nucleophilic ring closure mechanism" for these reactions have been conducted experimentally and theoretically. Employment of 1,2-silyl shift as a strategy to lower the activation barrier for the formation of Ru-vinylidene species has also been proved to be successful.
    Original languageEnglish
    Pages (from-to)1963-1968
    JournalOrganometallics
    Volume34
    Issue number10
    Online published7 May 2015
    DOIs
    Publication statusPublished - 26 May 2015

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