Volume 353, Issue 6
Full Paper

Asymmetric Carbon‐Carbon Bond Forming Reactions Catalysed by Metal(II) Bis(oxazoline) Complexes Immobilized using Supported Ionic Liquids

P. Goodrich

School of Chemistry and Chemical Engineering/QUILL, Queen's University, Stranmillis Road, Belfast, Northern Ireland BT9 5AG, U.K. Fax: (+44)‐28‐9097‐4687

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C. Hardacre

Corresponding Author

E-mail address: c.hardacre@qub.ac.uk

School of Chemistry and Chemical Engineering/QUILL, Queen's University, Stranmillis Road, Belfast, Northern Ireland BT9 5AG, U.K. Fax: (+44)‐28‐9097‐4687

School of Chemistry and Chemical Engineering/QUILL, Queen's University, Stranmillis Road, Belfast, Northern Ireland BT9 5AG, U.K. Fax: (+44)‐28‐9097‐4687Search for more papers by this author
C. Paun

School of Chemistry and Chemical Engineering/QUILL, Queen's University, Stranmillis Road, Belfast, Northern Ireland BT9 5AG, U.K. Fax: (+44)‐28‐9097‐4687

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A. Ribeiro

Departmento de Química e Bioquímica e Centro de Ciências Moleculares e Materiais Faculdade de Ciências, Universidade de Lisboa, 1749‐016 Lisboa, Portugal

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S. Kennedy

School of Chemistry and Chemical Engineering/QUILL, Queen's University, Stranmillis Road, Belfast, Northern Ireland BT9 5AG, U.K. Fax: (+44)‐28‐9097‐4687

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M. J. V. Lourenço

Departmento de Química e Bioquímica e Centro de Ciências Moleculares e Materiais Faculdade de Ciências, Universidade de Lisboa, 1749‐016 Lisboa, Portugal

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H. Manyar

School of Chemistry and Chemical Engineering/QUILL, Queen's University, Stranmillis Road, Belfast, Northern Ireland BT9 5AG, U.K. Fax: (+44)‐28‐9097‐4687

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C. A. Nieto de Castro

Departmento de Química e Bioquímica e Centro de Ciências Moleculares e Materiais Faculdade de Ciências, Universidade de Lisboa, 1749‐016 Lisboa, Portugal

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M. Besnea

University of Bucharest, Department of Chemical Technology and Catalysis, B‐dul Regina Elisabeta 4‐12, Bucharest 030016, Romania

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V. I. Pârvulescu

University of Bucharest, Department of Chemical Technology and Catalysis, B‐dul Regina Elisabeta 4‐12, Bucharest 030016, Romania

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First published: 13 April 2011
Citations: 22

Abstract

A series of bis(oxazoline) metal(II) complexes has been supported on silica and carbon supports by non‐covalent immobilisation using an ionic liquid. The catalytic performance of these solids was compared for the enantioselective Diels–Alder reaction between N ‐acryloyloxazolidinone and cyclopentadiene and the Mukaiyama‐aldol reaction between methyl pyruvate and 1‐methoxy‐1‐trimethylsilyloxypropene. In both reactions the enantioselectivity was strongly influenced by the choice of support displaying enantioselectivies (ee values) up to 40% higher than those conducted under homogeneous reaction conditions.

Number of times cited according to CrossRef: 22

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