Issue 2, 2015

Asymmetric organocatalysts supported on vinyl addition polynorbornenes for work in aqueous media

Abstract

In an effort to identify novel polymer architectures suitable for a covalent support for catalysts, L-proline derivatives have been immobilized onto rationally designed vinyl addition polynorbornene (VA-PNB) resins through copper-catalyzed azide–alkyne cycloaddition (CuAAC) reactions. These fully saturated resins have been found to be optimal catalyst supports, the resulting proline-functionalized resins behave as very active, easily recoverable and highly reusable organocatalysts for the asymmetric direct aldol reaction of benzaldehydes with ketones in aqueous media. The results show that, the combination of modular VA-PNB resins with proline derivatives and triazole linkers represents a promising strategy for the immobilization of organocatalytic species.

Graphical abstract: Asymmetric organocatalysts supported on vinyl addition polynorbornenes for work in aqueous media

Supplementary files

Article information

Article type
Paper
Submitted
15 Oct 2014
Accepted
03 Nov 2014
First published
04 Nov 2014

Catal. Sci. Technol., 2015,5, 754-764

Author version available

Asymmetric organocatalysts supported on vinyl addition polynorbornenes for work in aqueous media

I. K. Sagamanova, S. Sayalero, S. Martínez-Arranz, A. C. Albéniz and M. A. Pericàs, Catal. Sci. Technol., 2015, 5, 754 DOI: 10.1039/C4CY01344A

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