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A Cluster-based Catalytic Hydrogenation System with High Conversion and Reversible Enantioselectivity

Homanen, Pertti LU ; Persson, Roger; Haukka, Matti; Pakkanen, Tapani and Nordlander, Ebbe LU (2000) In Organometallics 19(26). p.5568-5568
Abstract
Four tetranuclear ruthenium carbonyl hydrido clusters consisting of the enantiomeric pairs [H4Ru4(CO)10{-1,2-(R/S,R/S)-bdpp}] and [H4Ru4(CO)10{1,1-(R/S,R/S)-bdpp}] containing chiral (R,R)- or (S,S)-bdpp [bdpp = (2R/S,4R/S)-2,4-bis(diphenylphosphino)pentane] have been prepared and fully characterized. These clusters catalyze asymmetric hydrogenation of tiglic acid [trans-2-methyl-2-butenoic acid] with high conversion rates (75-100%) under relatively mild reaction conditions. Enantiomeric excesses of 40-46% were observed; the predominating enantiomeric form of the hydrogenated product is dependent on the configuration of the diphosphine ligand, indicating strong chiral induction.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Organometallics
volume
19
issue
26
pages
5568 - 5568
publisher
The American Chemical Society
external identifiers
  • scopus:0034500121
ISSN
1520-6041
DOI
10.1021/om000367c
language
English
LU publication?
yes
id
2062959a-e0cd-4998-a41a-d4b68c22a70c (old id 959688)
date added to LUP
2008-08-18 11:20:33
date last changed
2017-01-01 05:13:08
@article{2062959a-e0cd-4998-a41a-d4b68c22a70c,
  abstract     = {Four tetranuclear ruthenium carbonyl hydrido clusters consisting of the enantiomeric pairs [H4Ru4(CO)10{-1,2-(R/S,R/S)-bdpp}] and [H4Ru4(CO)10{1,1-(R/S,R/S)-bdpp}] containing chiral (R,R)- or (S,S)-bdpp [bdpp = (2R/S,4R/S)-2,4-bis(diphenylphosphino)pentane] have been prepared and fully characterized. These clusters catalyze asymmetric hydrogenation of tiglic acid [trans-2-methyl-2-butenoic acid] with high conversion rates (75-100%) under relatively mild reaction conditions. Enantiomeric excesses of 40-46% were observed; the predominating enantiomeric form of the hydrogenated product is dependent on the configuration of the diphosphine ligand, indicating strong chiral induction.},
  author       = {Homanen, Pertti and Persson, Roger and Haukka, Matti and Pakkanen, Tapani and Nordlander, Ebbe},
  issn         = {1520-6041},
  language     = {eng},
  number       = {26},
  pages        = {5568--5568},
  publisher    = {The American Chemical Society},
  series       = {Organometallics},
  title        = {A Cluster-based Catalytic Hydrogenation System with High Conversion and Reversible Enantioselectivity},
  url          = {http://dx.doi.org/10.1021/om000367c},
  volume       = {19},
  year         = {2000},
}