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Efficient Palladium‐Catalyzed Alkoxycarbonylation of Bulk Industrial Olefins Using Ferrocenyl Phosphine Ligands
Author(s) -
Dong Kaiwu,
Sang Rui,
Fang Xianjie,
Franke Robert,
Spannenberg Anke,
Neumann Helfried,
Jackstell Ralf,
Beller Matthias
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201700317
Subject(s) - palladium , phosphine , catalysis , ligand (biochemistry) , steric effects , chemistry , context (archaeology) , organic chemistry , homogeneous catalysis , combinatorial chemistry , paleontology , biochemistry , receptor , biology
Abstract The development of ligands plays a key role and provides important innovations in homogeneous catalysis. In this context, we report a novel class of ferrocenyl phosphines for the alkoxycarbonylation of industrially important alkenes. A basic feature of our ligands is the combination of sterically hindered and amphoteric moieties on the P atoms, which leads to improved activity and productivity for alkoxycarbonylation reactions compared to the current industrial state‐of‐the‐art ligand 1,2‐bis((di‐tert‐butylphosphino)methyl)benzene). Advantageously, palladium catalysts with these novel ligands also enable such transformations without additional acid under milder reaction conditions. The practicability of the optimized ligand was demonstrated by preparation on >10 g scale and its use in palladium‐catalyzed carbonylations on kilogram scale.