109057-70-7

Upstream product

• 201230-82-2 carbon monoxide 
• 63444-51-9 2-methoxy-6-vinylnapthalene 

Relevant academic research and scientific papers

Application of P-stereogenic aminophosphine phosphinite ligands in asymmetric hydroformylation

New chiral aminophosphine phosphinite ligands with a stereogenic center at the aminophosphine phosphorus atom were prepared based on (R,S)-ephedrine as the chiral auxiliary and backbone. Substituents at the chiral aminophosphine as well as at the phosphinite phosphorus atom were varied. These new ligands were applied to the rhodium-catalyzed asymmetric hydroformylation of vinyl arenes. The enantiomeric excess reached up to 77%. 1H and 31P NMR studies of the Rh complexes under syngas pressure reveal that [HRh(CO)2(P/P)] complexes with the NP* moiety in an axial position are responsible for enantioselectivity.

Continuous Liquid Vapor Reactions Part 1: Design and Characterization of a Reactor for Asymmetric Hydroformylation

A research scale continuous reactor system was designed and developed for high pressure asymmetric hydroformylation (AHF) reactions with an 8 h reaction time. The continuous reactor achieved high kLa, low axial dispersion, and an 8 mL liquid holdup volume. The reactor consisted of 20 vertical bubble flow pipes-in-series, connected by small diameter tubing jumpers. This type of continuous reactor is proven to be scalable up to 360 L in our GMP pharmaceutical manufacturing plant for high pressure hydrogenation. The continuous reactor was used for the AHF of styrene and 2-vinyl-6-methoxynaphthalene catalyzed by rhodium(bisdiazaphospholane) (BDP) complexes. The CSTRs-in-series numerical model fit the experimental data better than the plug flow with dispersion model. Samples were taken along the length of the continuous reactor and used for kinetic data modeling. Vapor liquid mass transfer rate constants were about 3 orders of magnitude higher than reaction rate constants.

Ionic diamine rhodium(I) complexes - Highly active catalysts for the hydroformylation of olefins

Rhodium(I) complexes composed of an anionic rhodium centre containing chloride ligands, and a cationic rhodium centre coordinated by a diamine ligand, were synthesized and characterized. These complexes are able to catalyze the hydroformylation reaction under mild reaction conditions in excellent activity and regioselectivity, and in the absence of a phosphorus ligand. The Royal Society of Chemistry 2005.

Hydroformylation Reactions with Recyclable Rhodium-Complexed Dendrimers on a Resin

Rhodium-complexed dendrimers supported on a resin were evaluated as catalysts for the hydroformylation of aryl olefins and vinyl esters. The results showed the reactions proceeded very efficiently at room temperature with excellent yields. Outstanding selectivity for the branched aldehydes was also observed in all cases. The dendritic catalysts can be recycled by simple filtration and reused even up to the tenth cycle without loss of activity and selectivity. These results represent a dramatic improvement over those previously described for rhodium-catalyzed (dendrimer and nondendrimer based) hydroformylation reactions.

HYDROFORMYLATION CATALYSED BY RHODIUM COMPLEXES OF TREHALOSE-DERIVED LIGANDS αα and ββ-TREDIP; A HIGHLY REGIOSELECTIVE ROUTE TO α-METHYLARYLPROPIONALDEHYDES

Rhodium complexes of the ligand αα-TREDIP give 62:1 iso-regioselectivity in the hydroformylation of styrene under ambient conditions without excess posphine, higher than any previously reported value.The results are compared with those obtained with other ligands, and extended to preparation of 2-(6-methoxy-2-naphthyl)-propanal, a precursor of the anti-inflammatory drug naproxen.