Orthogonal C[BOND]N Plus C[BOND]C Tandem Reaction of Iodoanilines Leading to Styrylguanidines Catalyzed by Supported Palladium Nanoparticles

Authors

  • Dr. Abdessamad Grirrane,

    1. Instituto Universitario de Tecnología Química CSIC-UPV, Univ. Politécnica de Valencia, Av. De los Naranjos s/n, 46022 Valencia (Spain), Fax: (+34) 963877809
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  • Prof. Dr. Hermenegildo Garcia,

    Corresponding author
    1. Instituto Universitario de Tecnología Química CSIC-UPV, Univ. Politécnica de Valencia, Av. De los Naranjos s/n, 46022 Valencia (Spain), Fax: (+34) 963877809
    • Instituto Universitario de Tecnología Química CSIC-UPV, Univ. Politécnica de Valencia, Av. De los Naranjos s/n, 46022 Valencia (Spain), Fax: (+34) 963877809
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  • Prof. Dr. Avelino Corma,

    Corresponding author
    1. Instituto Universitario de Tecnología Química CSIC-UPV, Univ. Politécnica de Valencia, Av. De los Naranjos s/n, 46022 Valencia (Spain), Fax: (+34) 963877809
    • Instituto Universitario de Tecnología Química CSIC-UPV, Univ. Politécnica de Valencia, Av. De los Naranjos s/n, 46022 Valencia (Spain), Fax: (+34) 963877809
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  • Dr. Eleuterio Álvarez

    1. Instituto de Investigaciones Químicas CSIC-US, Departamento de Química Inorgánica, Av. Américo Vespucio 49, 41092 Sevilla (Spain)
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Abstract

original image

Two birds, one nanoparticle: A highly efficient and selective tandem reaction comprising C[BOND]N and C[BOND]C cross-coupling of iodoanilines to form styrylguanidines by using a recyclable, heterogeneous, supported palladium nanoparticle catalyst is reported (see scheme). A mechanistic proposal based on coordination of palladium nanoparticles to the basic N atoms of aniline and guanidine is supported by isolation of palladium complexes with aniline or guanidine.

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