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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
; ; ; and
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 (ACS)
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
2016-04-01 12:31:24
date last changed
2022-04-21 08:38:11
@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 (ACS)}},
  series       = {{Organometallics}},
  title        = {{A Cluster-based Catalytic Hydrogenation System with High Conversion and Reversible Enantioselectivity}},
  url          = {{http://dx.doi.org/10.1021/om000367c}},
  doi          = {{10.1021/om000367c}},
  volume       = {{19}},
  year         = {{2000}},
}