A sunlight-induced click reaction as an efficient route to cyclic aliphatic polyesters

Josse, T., De Winter, J., Altintas, O., Dubois, P., Barner-Kowollik, C., Gerbaux, P., & Coulembier, O. (2015) A sunlight-induced click reaction as an efficient route to cyclic aliphatic polyesters. Macromolecular Chemistry and Physics, 216(11).

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Abstract

To date, the controlled preparation of cyclic polymers is mainly achieved using click ligation strategies. The light-induced Diels-Alder click coupling has recently been shown to function as an attractive catalyst-free alternative to the copper-catalyzed alkyne-azide cycloaddition. However, the need for a light emitting system limits its applicability. To overcome this drawback, a sunlight-induced Diels-Alder reaction as an efficient route for the preparation of cyclic aliphatic polyesters in high yields and purity based on the same chemistry is demonstrated in the present contribution. The versatility and robustness of the proposed strategy against divergent atmospheric conditions is demonstrated. In light of the simplicity of the strategy presented here, it is suggested that the sunlight-induced Diels-Alder click-cyclization is a world-wide transposable process. A sunlight-induced Diels-Alder reaction is demonstrated for the preparation of cyclic polyesters. Under highly divergent atmospheric conditions, cyclic polyesters of high purity are obtained by taking advantage of the natural UV irradiation from the sun. Both summer and winter conditions show impressive performances, allowing to extrapolate the reported protocol to almost any place on earth. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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ID Code: 99436
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :3
Export Date: 5 September 2016
CODEN: MCHPE
Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, Germany
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Keywords: click chemistry, macrocycle, polyester, sunlight, UV, Light emission, Polyesters, Aliphatic polyester, Atmospheric conditions, Diels-Alder reaction, Light emitting systems, Macrocycles, Cycloaddition
DOI: 10.1002/macp.201500054
ISSN: 10221352
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 26 Sep 2016 23:28

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