Green Reductive Homocoupling of Bromobenzene

• C. Eric Ballard ^[1]
  1. [1] University of Tampa

     University of Tampa

     Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 88, Nº 8, 2011, págs. 1148-1151
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • Although transition-metal-catalyzed reactions are important in contemporary organic chemistry, relatively few resources for the second-year organic chemistry curriculum discuss the subject. The inquiry-based experiment described here, an iron-catalyzed preparation of biphenyl from bromobenzene, introduces this topic. The reaction uses an inexpensive and relatively benign iron precatalyst that is air- and moisture-stable, and the experiment can be performed using the equipment found in a typical organic teaching laboratory. The crude product can be analyzed by melting point determination or by gas chromatography. The experiment allows for a general discussion of redox cycles common in many metal-catalyzed reactions, redox processes of organic substrates, and green chemistry. The experiment can be used in organic or inorganic laboratories.