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Tandem Hydroformylation–Hydrogenation of 1‐Decene Catalyzed by Rh‐Bidentate Bis(trialkylphosphine)s
Author(s) -
Ichihara Takeo,
Nakano Koji,
Katayama Masaya,
Nozaki Kyoko
Publication year - 2008
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200800163
Subject(s) - hydroformylation , chemistry , alkyl , isopropyl , denticity , rhodium , medicinal chemistry , catalysis , ligand (biochemistry) , tandem , organic chemistry , metal , biochemistry , materials science , receptor , composite material
A series of 2,2′‐bis[(dialkylphosphino)methyl]biphenyls (alkyl‐BISBIs) were synthesized and applied to the tandem hydroformylation–hydrogenation of 1‐decene. The alkyl‐BISBI ligands with “small” primary alkyl groups such as methyl or n ‐hexyl groups on the phosphorus atoms provided 1‐alkanols selectively, whereas those with larger alkyl groups such as isopropyl or neopentyl groups showed much lower conversion from alkanals to alkanols. Observation of rhodium complexes of the BISBI‐type ligands under H 2 /CO atmosphere revealed that the presence of a stable [RhH(CO) 2 (ligand)] species seems to be less favorable for the second step, the hydrogenation of aldehydes.