Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions

A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff base ligands and their Rh(I) complexes were synthesized. The synthesized ligands and complexes were characterized using different analytical and spectroscopic techniques including (1H, 13C{1H}, 31P{1H} and 19F{1H} NMR spectroscopy), FT-IR spectroscopy, mass spectrometry (ESI and EI), and elemental analysis. In addition, single crystal X-ray diffraction was also used for characterization for complexes 1 and 2. Consequently, the Rh(I) synthesized complexes were evaluated as catalyst precursors in the hydroformylation of 1-octene. The hydroformylation results showed that the iminophosphine and salicylaldimine-based catalyst precursors are active and selective under mild conditions, converting 1-octene to mostly aldehydes.

A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff-base rhodium(I) complexes have been synthesized and characterized by NMR and IR spectroscopies, ESI-mass spectrometry, and elemental analyses. The molecular structures of two mononuclear complexes were determined by single crystal X-ray diffraction analysis. The rhodium complexes were evaluated as hydroformylation catalyst precursors under biphasic conditions and are active and chemoselective under mild conditions, but show poor recyclablity.Figure optionsDownload as PowerPoint slide