1094872-15-7Relevant academic research and scientific papers
Weakly coordinating counter-ions for highly efficient catalysis of intramolecular hydroamination
Dabb, Serin L.,Ho, Joanne H. H.,Hodgson, Richard,Messerle, Barbara A.,Wagler, Joerg
, p. 634 - 642 (2009/05/06)
A series of cationic rhodium(i) and iridium(i) complexes of the type [M(L∩L)(C2)]BArF24 (where M = Rh or Ir, L∩L = bis(pyrazol-1-yl)methane (bpm), bis(N-methylimidazol-2-yl)methane (bim) or 1-(2-(diphenylphosphino)ethyl)-3,5- diphenylpyrazole (Ph2PyP), C2 = 1,5-cyclooctadiene (COD) or (CO)2 and BArF24 = tetrakis[3,5- bis(trifluoromethyl)phenyl]borate) were synthesised in good yields. The solid-state structure of a number of complexes, including [Ir(Ph 2PyP)(COD)]BArF24, [Ir(bpm)(COD)]BAr F24 and [Ir(bim)(COD)]BArF24 was determined using X-ray crystallography. The efficiency of the complexes as catalysts for the intramolecular hydroamination of 4-phenyl-3-butyn-1-amine, 4-pentyn-1-amine and 2-(2-phenylethynyl)aniline was established. The incorporation of the BArF24- counter-ion in the Rh(i) and Ir(i) complexes was found to significantly improve the catalytic activity of the complexes, compared to the analogous Rh(i) and Ir(i) complexes containing BPh4- as the counter-ion. Excellent conversions were achieved for the cyclisation of 2-(2-phenylethynyl)aniline to 2-phenylindole using [Rh(bpm)(CO)2]BArF24 as a catalyst. The use of a microwave reactor for enhancing the catalysed reactions was also investigated. The Royal Society of Chemistry 2009.
