Experimental and theoretical study of gold(III)-catalyzed hydration of alkynes

  1. Cordón, J. 1
  2. Jiménez-Osés, G. 2
  3. López-De-Luzuriaga, J.M. 1
  4. Monge, M. 1
  5. Olmos, M.E. 1
  6. Pascual, D. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 University of California Los Angeles
    info

    University of California Los Angeles

    Los Ángeles, Estados Unidos

    ROR https://ror.org/046rm7j60

Revista:
Organometallics

ISSN: 0276-7333

Año de publicación: 2014

Volumen: 33

Número: 14

Páginas: 3823-3830

Tipo: Artículo

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DOI: 10.1021/OM500523R SCOPUS: 2-s2.0-84905018412 WoS: WOS:000339647100019 GOOGLE SCHOLAR lock_openAcceso abierto editor

Otras publicaciones en: Organometallics

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Resumen

The properties of different Au(III) halo dithiocarbamate complexes of structure [AuX2(S2CN(R)2)] as suitable catalysts for the hydration reaction of phenylacetylene have been tested. Moderate catalytic activity was found for X = Cl, Br, while those compounds in which X = I, C6F5 are inert. A working mechanism involving the initial dissociation of a labile ligand (Cl or Br) followed by coordination and activation of the alkyne, solvent-assisted attack of water, and enol tautomerization has been proposed through computational studies. © 2014 American Chemical Society.