JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 63 No 1 (2018): Journal of the Chilean Chemical Society
Original Research Papers

PRELIMINARY RESULTS OF THE REACTION OF CYCLOTRIMERIZATION OF PHENYLACETYLENE [2+2+2] CATALYZED BY [(Cp*)Co(Indene)] COMPLEX

Cesar Morales-Verdejo
Centro de Nanotecnología Aplicada, Facultad de Ciencias, Universidad Mayor, Santiago
María Belén Camarada
Centro de Nanotecnología Aplicada, Facultad de Ciencias, Universidad Mayor, Santiago
Verónica Morales
Departamento de Química Inorgánica, Facultad de Química Pontificia Universidad Católica de Chile
Álvaro Cañete
Departamento de Química Inorgánica, Facultad de Química Pontificia Universidad Católica de Chile
Iván Martínez
Universidad Bernardo OHiggins, Departamento de Ciencias Químicas y Biológicas, Centro Integrativo de Biología y Química Aplicada
Juan Manuel Manriquez
Departamento de Química Inorgánica, Facultad de Química Pontificia Universidad Católica de Chile
Ivonne Chávez
Departamento de Química Inorgánica, Facultad de Química Pontificia Universidad Católica de Chile
Published April 25, 2018
Keywords
  • cobalt complex,
  • cyclotrimerization,
  • [2 2 2] cycloadditions

Abstract

This work describes the catalytic study of [(Cp*)Co(Ind)] (with Cp*= pentamethylcyclopentadienyl, Ind= Indenyl, (C9H7)) complex in cyclotrimerization of phenylacetylene. From the cylcotrimerization reaction was possible to obtain products such as substituted pyridines 2-methyl-3,5-diphenylpyridine (3), 2-methyl- 4,6-diphenylpyridine (4) and the compound 1,2,4-triphenylbenzene (5) using acetonitrile as solvent. On the other hand, using toluene as solvent under the same working conditions, the product of reaction was 1,3,5-triphenylbenzene (1). Furthermore, by varying the working conditions, the reaction is 90% selective towards the formation of pyridines.

In addition, has been appreciated the formation of another product 1,4-diphenilbuta-1,3-diyne (2), which was isolated and characterized by means NMR and GC-Mass spectrometry.

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