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Direct Synthesis of an α,ω‐Diester from 2,7‐Octadienol as Bulk Feedstock in Three Tandem Catalytic Steps
Authors:Karoline A Ostrowski  Dennis Vogelsang  Thomas Seidensticker  Andreas J Vorholt
Affiliation:Technische Universit?t Dortmund, Fakult?t Bio- und Chemieingenieurwesen, Dortmund, Germany
Abstract:A new tandem catalytic process was designed and developed as a tool for the direct conversion of the widely available feedstock 2,7‐octadienol into an α,ω‐diester. This innovative auto‐tandem catalysis is atom efficient and consists of three consecutive palladium‐catalysed reactions: ether formation, ether carbonylation and alkoxycarbonylation. By using the design of experiments (DoE) approach, significant parameters were determined and the yield of the desired α,ω‐diester was optimised. Model substrates allowed deeper insight into the progress of the reaction to be gained and, as a result, the reaction sequence was uncovered. Furthermore, by simply applying other ligands, a different reaction path was followed, allowing other, new tandem catalytic sequences to be explored and enabling new compounds to be obtained.
Keywords:carbonylation  high-pressure chemistry  homogeneous catalysis  palladium  tandem catalysis
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