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Issue 19, 2016
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A mild, efficient and catalyst-free thermoreversible ligation system based on dithiooxalates

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Abstract

We demonstrate a novel and ready to prepare thermoreversible hetero Diels–Alder dilinker on the basis of dithiooxalates, enabling the mild, rapid and catalyst-free linkage of diverse diene species under ambient conditions for applications in the fields of, for example, modular ligation, self-healing or recyclable materials and surface modification amongst others. The linker was studied using quantum chemical calculations, and experimentally in small molecular reactions via UV/Vis spectroscopy, mass spectrometry and NMR as well as in step-growth polymerizations with diene-difunctional building blocks – characterized via (temperature dependent) SEC and HT NMR – as an example for efficient polymer ligation.

Graphical abstract: A mild, efficient and catalyst-free thermoreversible ligation system based on dithiooxalates

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Publication details

The article was received on 16 Mar 2016, accepted on 14 Apr 2016 and first published on 14 Apr 2016


Article type: Paper
DOI: 10.1039/C6PY00470A
Citation: Polym. Chem., 2016,7, 3244-3250
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    A mild, efficient and catalyst-free thermoreversible ligation system based on dithiooxalates

    K. Pahnke, N. L. Haworth, J. Brandt, U. Paulmann, C. Richter, F. G. Schmidt, A. Lederer, M. L. Coote and C. Barner-Kowollik, Polym. Chem., 2016, 7, 3244
    DOI: 10.1039/C6PY00470A

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