Rhodium‐catalysed hydroformylation of 1‐octene using aryl and ferrocenyl Schiff base‐derived ligands

Abstract

Monometallic and heterobimetallic complexes of Rh(I) bearing chelating N,O‐bidentate aryl‐ and ferrocenyl‐derived ligands have been synthesised via Schiff base condensation reactions, and characterised fully using 1H NMR, 13C{1H} NMR and Fourier transform infrared spectroscopies, elemental analysis and mass spectrometry. The new monometallic and heterobimetallic complexes were evaluated as potential catalyst precursors in the hydroformylation of 1‐octene at 95°C and 40 bar. The ferrocenylimine mononuclear compounds were inactive in the hydroformylation experiments. The Rh(I) monometallic and the ferrocene–Rh(I) heterobimetallic pre‐catalysts displayed good activity and conversion of 1‐octene as well as outstanding chemoselectivity towards aldehydes in the hydroformylation reaction.

Dinuclear Zn(II) and tetranuclear Co(II) complexes of a tetradentate N2O2 Schiff base ligand: Synthesis, crystal structure, characterization, DFT studies, cytotoxicity evaluation, and catalytic activity toward benzyl alcohol oxidation

“…Schiff base ligands are prepared easily and can be readily modified, both electronically and sterically . Schiff base ligands contain multiple potential donor sites, which allow them to bind metal ions with diverse coordination geometries such as bidentate and tridentate . Tetradentate Schiff base ligands also provide a suitable coordination platform for metal ions to provide diverse metallic complexes …”

Bimetallic Paddlewheel-type Dirhodium(II,II) Acetate and Formamidinate Complexes: Synthesis, Structure, Electrochemistry, and Hydroformylation Activity

“…A mercury poisoning study was used as a means of determining the homogeneity of the hydroformylation reaction when using complex C1 as a catalyst precursor. The rationale is that if rhodium nanoparticles are formed in solution, the mercury present in the reaction vessel would form an amalgam with the aggregated rhodium particles. , Formation of the amalgam deactivates the rhodium nanoparticles in the hydroformylation reaction. Therefore, if a portion of the observed activity was due to nanoparticle catalyzed reactions, a subsequent reduction in the turn over frequency (TOF) and by extension catalyst activity would be observed. , The results obtained show comparable conversion and TOF values calculated for reactions carried out with and in the absence of elemental mercury (Table , entries 1 and 2), indicating that the hydroformylation reaction occurs via a molecular species and not nanoparticles.…”

“…The rationale is that if rhodium nanoparticles are formed in solution, the mercury present in the reaction vessel would form an amalgam with the aggregated rhodium particles. 50,51 Formation of the amalgam deactivates the rhodium nanoparticles in the hydroformylation reaction. Therefore, if a portion of the observed activity was due to nanoparticle catalyzed reactions, a subsequent reduction in the turn over frequency (TOF) and by extension catalyst activity would be observed.…”

Synthesis, spectroscopic/electrochemical characterization and DNA interaction study of novel ferrocenyl‐substituted porphyrins

“…Compounds 1a and 1b were synthesized and characterized according to a previously described method of Akhter and co‐workers and Smith and co‐workers . Analytical and spectroscopic data for compounds 1a and 1b are presented in the supporting information.…”