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来源：百度知道 编辑：UC知道 时间：2024/06/06 22:17:31
TpRu(PPh3)(CH3CN)2PF6 (10mol%) catalyst effected the nucleophilic addition of water,alcohols,aniline, acetylacetone, pyrroles, and dimethyl malonate to unfunctionalized enediynes under suitable conditions (100 °C, 12 24 h) and gave functionalized benzene products in good yields. In this novel cyclization, nucleophiles very regioselectively attack the internal C1′alkyne carbon of enediynes to give benzene derivatives as a single regioisomer. Experiments with methoxy substituents exclude the possible involvement of naphthyl cations as reaction intermediates in the cyclization of (o-ethynylphenyl) alkynes.Deuterium-labeling experiments indicate that the catalytically active species is ruthenium-π-alkyne rather than ruthenium vinylidene species. This hypothesis is further confirmed by the aromatization of- o-(2′-iodoethynyl)phenyl alkynes with alcohols. We propose a nucleophilic addition/insertion mechanism for this nucleophilic aromatization on the basis of a series of experiments.
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TpRu （三苯基膦） （乙腈） 2PF6 （ 10mol ％ ）催化剂的影响的亲核加成的水，醇，苯胺，丙酮，吡咯和二甲基丙二酸对unfunctionalized enediynes适当的条件下（ 100 ℃ ， 12日24小时） ，并官能苯产品良好的收益。在这新的环化，亲核攻击非常regioselectively内部C1'alkyne碳的enediynes给予苯衍生物作为一个单一的regioisomer 。实验甲氧取代排除参与的可能性萘阳离子反应中间体中环（邻ethynylphenyl ） alkynes.Deuterium标记实验表明，催化活性物种是钌- π -炔而不是钌偏物种。这一假设进一步证实了芳构化邻（ 2' - iodoethynyl ）苯基炔烃醇。我们提出了亲核加成/插入机制这个亲核芳构化的基础上，通过一系列试验。