Efficient Synthesis of Novel Plasticizers by Direct Palladium-Catalyzed Di- or Multi-carbonylations

Angew Chem Int Ed Engl. 2023 Feb 1;62(6):e202214706. doi: 10.1002/anie.202214706. Epub 2022 Dec 28.

Abstract

Diesters are of fundamental importance in the chemical industry and are used for many applications, e.g. as plasticizers, surfactants, emulsifiers, and lubricants. Herein, we present a straightforward and efficient method for the selective synthesis of diesters via palladium-catalyzed direct carbonylation of di- or polyols with readily available alkenes. Key-to-success is the use of a specific palladium catalyst with the "built-in-base" ligand L16 providing esterification of all alcohols and a high n/iso ratio. The synthesized diesters were evaluated as potential plasticizers in PVC films by measuring the glass transition temperature (Tg ) via differential scanning calorimetry (DSC).

Keywords: Carbonylation; Olefins; Palladium; Plasticizers; Sustainability.