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Synthesis, Characterization and Catalytic Activity Studies of Rhenium Carbonyl Complexes Containing Chiral Diphosphines of the Josiphos and Walphos Families

Abdel-Magied, Ahmed F. ; Patil, Manjula LU ; Singh, Amrendra LU ; Haukka, Matti ; Monari, Magda and Nordlander, Ebbe LU (2015) In Journal of Cluster Science 26(4). p.1231-1252
Abstract
Ten rhenium carbonyl complexes-[Re(H)(CO)(3)(1a)], [Re-3(mu-H)(3)(CO)(10) (1a)], [Re-2(CO)(9)(2a)], [Re-2(CO)(8)(2a)], [Re-2(CO)(9)(2b)], [{Re-2(CO)(9)}(2)(2b)], [Re-2 (CO)(8)(2b)], [Re-2(CO)(8)(1b)], [Re-2(mu-H)(2)(CO)(6)(2b)] and [Re-3(mu-H)(3)(CO)(11)(2b)]-containing different bidentate chiral phosphine ligands of the Josiphos (1a, 1b) and Walphos (2a, 2b) families have been synthesized and fully characterized (1a: (R)-1-{(S-P)-2-[Bis[3,5-bis(trifluoromethyl) phenyl] phosphino] ferrocenyl} ethyldi(3,5-xylyl) phosphine, 1b: (R)-1-{(S-P)-2-[Di(2-furyl) phosphino] ferrocenyl} ethyldi-tert-butylphosphine, 2a: (R)-1-{(R-P)-2-[2-[Bis(4-methoxy-3,5-dimethylphenyl) phosphino] phenyl] ferrocenyl} ethylbis[3,5-bis(trifluoromethyl) phenyl]... (More)
Ten rhenium carbonyl complexes-[Re(H)(CO)(3)(1a)], [Re-3(mu-H)(3)(CO)(10) (1a)], [Re-2(CO)(9)(2a)], [Re-2(CO)(8)(2a)], [Re-2(CO)(9)(2b)], [{Re-2(CO)(9)}(2)(2b)], [Re-2 (CO)(8)(2b)], [Re-2(CO)(8)(1b)], [Re-2(mu-H)(2)(CO)(6)(2b)] and [Re-3(mu-H)(3)(CO)(11)(2b)]-containing different bidentate chiral phosphine ligands of the Josiphos (1a, 1b) and Walphos (2a, 2b) families have been synthesized and fully characterized (1a: (R)-1-{(S-P)-2-[Bis[3,5-bis(trifluoromethyl) phenyl] phosphino] ferrocenyl} ethyldi(3,5-xylyl) phosphine, 1b: (R)-1-{(S-P)-2-[Di(2-furyl) phosphino] ferrocenyl} ethyldi-tert-butylphosphine, 2a: (R)-1-{(R-P)-2-[2-[Bis(4-methoxy-3,5-dimethylphenyl) phosphino] phenyl] ferrocenyl} ethylbis[3,5-bis(trifluoromethyl) phenyl] phosphine and 2b: (R)-1-{(R-P)-2-[2( Diphenylphosphino) phenyl] ferrocenyl} ethyldicyclohexylphosphine). The phosphine-substituted clusters were tested for hydrogenation of tiglic acid [trans-2-methyl-2-butenoic acid]. The catalytic reactions gave reasonable conversion rates (15-88 %) under relatively mild conditions but relatively moderate enantiomeric excesses (8-57 %) were observed. The crystal structures of [ReH(CO)(3)(1a)], [Re-2 (CO)(9)(2a)], [{Re-2(CO)(9)}(2)(2b)] and [Re-2(mu-H)(2)(CO)(6)(2b)] are presented. (Less)
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author
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organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Cluster, Rhenium, Asymmetric hydrogenation, Homogeneous catalysis
in
Journal of Cluster Science
volume
26
issue
4
pages
1231 - 1252
publisher
Springer
external identifiers
  • wos:000357120700016
  • scopus:84934444420
ISSN
1040-7278
DOI
10.1007/s10876-014-0809-y
language
English
LU publication?
yes
additional info
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Chemical Physics (S) (011001060)
id
d7ecd962-6186-4958-80ce-f35aa8345154 (old id 7791073)
date added to LUP
2016-04-01 12:51:37
date last changed
2022-01-27 08:01:31
@article{d7ecd962-6186-4958-80ce-f35aa8345154,
  abstract     = {{Ten rhenium carbonyl complexes-[Re(H)(CO)(3)(1a)], [Re-3(mu-H)(3)(CO)(10) (1a)], [Re-2(CO)(9)(2a)], [Re-2(CO)(8)(2a)], [Re-2(CO)(9)(2b)], [{Re-2(CO)(9)}(2)(2b)], [Re-2 (CO)(8)(2b)], [Re-2(CO)(8)(1b)], [Re-2(mu-H)(2)(CO)(6)(2b)] and [Re-3(mu-H)(3)(CO)(11)(2b)]-containing different bidentate chiral phosphine ligands of the Josiphos (1a, 1b) and Walphos (2a, 2b) families have been synthesized and fully characterized (1a: (R)-1-{(S-P)-2-[Bis[3,5-bis(trifluoromethyl) phenyl] phosphino] ferrocenyl} ethyldi(3,5-xylyl) phosphine, 1b: (R)-1-{(S-P)-2-[Di(2-furyl) phosphino] ferrocenyl} ethyldi-tert-butylphosphine, 2a: (R)-1-{(R-P)-2-[2-[Bis(4-methoxy-3,5-dimethylphenyl) phosphino] phenyl] ferrocenyl} ethylbis[3,5-bis(trifluoromethyl) phenyl] phosphine and 2b: (R)-1-{(R-P)-2-[2( Diphenylphosphino) phenyl] ferrocenyl} ethyldicyclohexylphosphine). The phosphine-substituted clusters were tested for hydrogenation of tiglic acid [trans-2-methyl-2-butenoic acid]. The catalytic reactions gave reasonable conversion rates (15-88 %) under relatively mild conditions but relatively moderate enantiomeric excesses (8-57 %) were observed. The crystal structures of [ReH(CO)(3)(1a)], [Re-2 (CO)(9)(2a)], [{Re-2(CO)(9)}(2)(2b)] and [Re-2(mu-H)(2)(CO)(6)(2b)] are presented.}},
  author       = {{Abdel-Magied, Ahmed F. and Patil, Manjula and Singh, Amrendra and Haukka, Matti and Monari, Magda and Nordlander, Ebbe}},
  issn         = {{1040-7278}},
  keywords     = {{Cluster; Rhenium; Asymmetric hydrogenation; Homogeneous catalysis}},
  language     = {{eng}},
  number       = {{4}},
  pages        = {{1231--1252}},
  publisher    = {{Springer}},
  series       = {{Journal of Cluster Science}},
  title        = {{Synthesis, Characterization and Catalytic Activity Studies of Rhenium Carbonyl Complexes Containing Chiral Diphosphines of the Josiphos and Walphos Families}},
  url          = {{http://dx.doi.org/10.1007/s10876-014-0809-y}},
  doi          = {{10.1007/s10876-014-0809-y}},
  volume       = {{26}},
  year         = {{2015}},
}