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Bulky Nitrile Coordination-Induced Skeleton Rearrangement of Zr-/Si-Containing Metallacycles and Selective Synthesis of 5-Azaindoles

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The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes

Part of the book series: Springer Theses ((Springer Theses))

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Abstract

Bulky nitrile coordination-induced Zr–C/Si–C bond cleavage and reorganization of zirconacyclobutene–silacyclobutene complex 3-1, affording zirconacyclopropene–azasilacyclopentadiene complexes 3-2 as only one nitrile involved intermediate. The experimental results showed that the reaction pathways of 3-1 with bulky nitrile and less-bulky nitriles were different, which behaved as “chemical transformer” reactivity. Complexes 3-2 have shown various synthetically useful reaction patterns. A variety of novel Zr/Si organo-bi-metallic compounds and Si/N heterocyclic compounds were obtained in high yields. Based on the reaction chemistry of complexes 3-2 and two different molecules of nitrile, the author investigated zirconocene-mediated multi-component coupling of bis(alkynyl)silanes and three different nitriles toward synthesis of 5-azaindoles with different substituents at 2,4,6-positions.

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Authors and Affiliations

  1. College of Chemistry and Molecular Engineering, Peking University, Beijing, China

    Shaoguang Zhang

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  1. Shaoguang Zhang
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Correspondence to Shaoguang Zhang .

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Zhang, S. (2015). Bulky Nitrile Coordination-Induced Skeleton Rearrangement of Zr-/Si-Containing Metallacycles and Selective Synthesis of 5-Azaindoles. In: The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes. Springer Theses. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-45021-5_3

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