Abstract
Palladium-catalysed hydroaryloxycarbonylation of a set of styrenes was performed under carbon monoxide atmosphere towards the corresponding propanoic acid aryl esters. The reaction conditions were optimized and several phosphine ligands (achiral mono- and bidentate, chiral (enantiopure) bidentate) were investigated in Pd-catalyst systems generated in situ. In general, the application of mono- and diphosphines favours the formation of branched and linear regioisomers, respectively. Carrying out the reaction in enantioselective fashion, the DIOP modified catalyst proved to be the most efficient one among the chiral ligands studied. The substituent effect on the regio- and enantioselectivity was also investigated regarding both the substrate (styrene) and the O-nucleophile (phenol) with Pd-DIOP system. Simultaneous modifications of substituents of the ‘reactants’ were also carried out. The preference of the linear ester regioisomer and low enantiomeric excesses were obtained.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
