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Publication details

Document type
Journal articles

Document subtype
Full paper

Title
An efficient Cu(ii)-bis(oxazoline)-based polymer immobilised ionic liquid phase catalyst for asymmetric carbon–carbon bond formation

Participants in the publication
Simon Doherty (Author)
Julian G. Knight (Author)
Jack R. Ellison (Author)
Peter Goodrich (Author)
Leanne Hall (Author)
Christopher Hardacre (Author)
Mark J. Muldoon (Author)
Soomin Park (Author)
Ana Ribeiro (Author)
INSTITUTO SUPERIOR TÉCNICO
 CQE
 Carlos Alberto Nieto de Castro (Author)
Dep. Química e Bioquímica
 CQE
 Maria José Lourenço (Author)
Dep. Química e Bioquímica
 CQE
 Paul Davey (Author)

Summary
The asymmetric Diels–Alder reaction between N-acryloyloxazolidinone and cyclopentadiene and the Mukaiyama-aldol reaction between methylpyruvate and 1-phenyl-1-trimethylsilyloxyethene have been catalysed by heterogeneous copper(II)-bis(oxazoline)-based polymer immobilised ionic liquid phase (PIILP) systems generated from a range of linear and cross linked ionic polymers. In both reactions selectivity and ee were strongly influenced by the choice of polymer. A comparison of the performance of a range of Cu(II)-bis(oxazoline)-PIILP catalyst systems against analogous supported ionic liquid phase (SILP) heterogeneous catalysts as well as their homogeneous counterparts has been undertaken and their relative merits evaluated.

Date of Publication
2014

Institution
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA

Where published
Green Chem.

Publication Identifiers

Publisher
Royal Society of Chemistry (RSC)

Volume
16
Number
3

Number of pages
10
Starting page
1470
Last page
1479

Document Identifiers
DOI - https://doi.org/10.1039/c3gc41378k
URL - http://dx.doi.org/10.1039/c3gc41378k

Keywords
catalysis Supported Ionic Liquid Phase-SILP Diels–Alder reaction Mukaiyama-aldol reaction ionic liquids enantioselectivity

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APA
Simon Doherty, Julian G. Knight, Jack R. Ellison, Peter Goodrich, Leanne Hall, Christopher Hardacre, Mark J. Muldoon, Soomin Park, Ana Ribeiro, Carlos Alberto Nieto de Castro, Maria José Lourenço, Paul Davey, (2014). An efficient Cu(ii)-bis(oxazoline)-based polymer immobilised ionic liquid phase catalyst for asymmetric carbon–carbon bond formation. Green Chem., 16, 1470-1479. http://dx.doi.org/10.1039/c3gc41378k

IEEE
Simon Doherty, Julian G. Knight, Jack R. Ellison, Peter Goodrich, Leanne Hall, Christopher Hardacre, Mark J. Muldoon, Soomin Park, Ana Ribeiro, Carlos Alberto Nieto de Castro, Maria José Lourenço, Paul Davey, "An efficient Cu(ii)-bis(oxazoline)-based polymer immobilised ionic liquid phase catalyst for asymmetric carbon–carbon bond formation" in Green Chem., vol. 16, pp. 1470-1479, 2014. 10.1039/c3gc41378k

BIBTEX
@article{51144, author = {Simon Doherty and Julian G. Knight and Jack R. Ellison and Peter Goodrich and Leanne Hall and Christopher Hardacre and Mark J. Muldoon and Soomin Park and Ana Ribeiro and Carlos Alberto Nieto de Castro and Maria José Lourenço and Paul Davey}, title = {An efficient Cu(ii)-bis(oxazoline)-based polymer immobilised ionic liquid phase catalyst for asymmetric carbon–carbon bond formation}, journal = {Green Chem.}, year = 2014, pages = {1470-1479}, volume = 16 }