Copper bronze catalyzed heck reaction in ionic liquids

Organic Letters

Volumn 7, Issue 4, 2005, Pages 617-620

  Calò, Vincenzo ^a   Nacci, Angelo ^a   Monopoli, Antonio ^a   Ieva, Eliana ^a   Cioffi, Nicola ^a  

^a UNIVERSITY OF BARI   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; AMMONIUM DERIVATIVE; BROMINE DERIVATIVE; COPPER BRONZE; COPPER DERIVATIVE; IODINE DERIVATIVE; IODOBENZENE; SOLVENT; TETRABUTYLAMMONIUM; TETRABUTYLAMMONIUM ACETATE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; HECK REACTION; LIQUID; NANOPARTICLE; RECYCLING;

EID: 14844348529     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047593t     Document Type: Article

References (41)

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37. After each run, the reaction mixture containing the catalyst and TBAB, cooled at room temperature and after extraction of reagents and products with cyclohexane, was charged with fresh reagents. Yields were determined by GLC on extracted fractions by adding decane as standard. The reaction of p-iodobenzoic acid afforded (E)-4-(2-butoxycarbonylvinyl)-benzoic acid butyl ester.
38. 13b that halide ions such as bromide and iodide influence the stabilization of Cu nanoparticles in water.
39. Contrary to tetrahedral tetraalkylammonium salts, the imidazolium ones have planar structures which bind anions tightly. This would decrease the anion availability for the stabilization of Cu nanoparticles. See, for instance, ref 13b and: (a) Gannon, T. J.; Law, G.; Watson, P. R.; Carmichael, A. J.; Seddon, K. R. Langmuir 1999, 15, 8429-8434. (b) Fry, A. J. J. Electroanal. Chem. 2003, 546, 35-39. (c) Crosthwaite, J. M.; Aki, S. N. V. K.; Maginn, E. J. Brennecke, J. F. J. Phys. Chem. B 2004, 108, 5113-5119.
40. Contrary to tetrahedral tetraalkylammonium salts, the imidazolium ones have planar structures which bind anions tightly. This would decrease the anion availability for the stabilization of Cu nanoparticles. See, for instance, ref 13b and: (a) Gannon, T. J.; Law, G.; Watson, P. R.; Carmichael, A. J.; Seddon, K. R. Langmuir 1999, 15, 8429-8434. (b) Fry, A. J. J. Electroanal. Chem. 2003, 546, 35-39. (c) Crosthwaite, J. M.; Aki, S. N. V. K.; Maginn, E. J. Brennecke, J. F. J. Phys. Chem. B 2004, 108, 5113-5119.
41. Contrary to tetrahedral tetraalkylammonium salts, the imidazolium ones have planar structures which bind anions tightly. This would decrease the anion availability for the stabilization of Cu nanoparticles. See, for instance, ref 13b and: (a) Gannon, T. J.; Law, G.; Watson, P. R.; Carmichael, A. J.; Seddon, K. R. Langmuir 1999, 15, 8429-8434. (b) Fry, A. J. J. Electroanal. Chem. 2003, 546, 35-39. (c) Crosthwaite, J. M.; Aki, S. N. V. K.; Maginn, E. J. Brennecke, J. F. J. Phys. Chem. B 2004, 108, 5113-5119.