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Palladium‐Catalyzed Isomerization and Hydroformylation of Olefins
Author(s) -
Jennerjahn Reiko,
Piras Irene,
Jackstell Ralf,
Franke Robert,
Wiese KlausDiether,
Beller Matthias
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200900700
Subject(s) - hydroformylation , palladium , catalysis , isomerization , selectivity , chemistry , regioselectivity , denticity , organic chemistry , 1 octene , combinatorial chemistry , rhodium , ethylene , crystal structure
A novel selective palladium catalyst system based on bidentate 2,2′‐heteroarylarylphosphines and p ‐TsOH has been developed for hydroformylation reactions (see scheme). By applying optimal conditions good to excellent regioselectivity is obtained for the hydroformylation of aliphatic and aromatic olefins. It is shown that a low acid concentration is crucial for obtaining high degrees of the linear isomer.The palladium‐catalyzed hydroformylation of 1‐octene has been studied in the presence of different phosphines and acid cocatalysts. The best results are achieved in the presence of in situ‐generated palladium complexes with bidentate phosphines. It is demonstrated that the acid concentration is a crucial factor for obtaining high linear selectivity. A novel optimized catalyst based on an arylheteroarylphosphine has been applied for hydroformylation of different aliphatic and aromatic olefins. Good activity and excellent selectivity towards the linear aldehydes is achieved.