Aqueous/organic biphasic hydroformylation of 1‐octene catalyzed by Co₂(CO)₈/Ph₂P(CH₂CH₂O)_nMe

Abstract

The aqueous/organic biphasic hydroformylation of 1-octene catalyzed by Co 2 (CO) 8 /Ph 2 P(CH 2 CH 2 O) n Me, an in situ formed thermoregulated phase-transfer cobalt catalyst, has been developed. The catalyst activity in this biphasic system was as high as that in the homogeneous system. The yield of oxo-products was 93% when the reaction was carried out at 180 C and under 4.0 MPa syngas pressure for 20 h. The catalyst could be easily recovered in the aqueous phase by decanting after the reaction system was cooled, and reused in consecutive reaction without any treatment. The loss of Co in the organic phase was less than 1% on average of five successive runs.

The thermoregulated ligand–palladium‐catalyzed carbonylative Sonogashira coupling of aryl iodides with terminal alkynes in water

“…To realize this protocol, the ligand Ph 2 P(CH 2 CH 2 O) n CH 3 (n ≈ 22) (L), which can be readily prepared [41,46,47] and possesses a phase-transfer property, was chosen as the thermoregulated ligand. The catalytic process is shown in Fig 1. The thermoregulated ligand-modified palladium catalyst in the aqueous phase is able to transfer into the organic phase (substrate phase) to catalyze the reaction at the elevated reaction temperature, thus allowing the reaction to take place in the organic phase, and the subsequent separation of the catalyst in the aqueous phase, and further reuse, upon cooling to room temperature.…”