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

Kai Pahnke; Naomi L. Haworth; Josef Brandt; Uwe Paulmann; Christian Richter; Friedrich G. Schmidt; Albena Lederer; Michelle L. Coote; Christopher Barner-Kowollik

doi:10.1039/c6py00470a

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

Kai Pahnke, Naomi L. Haworth, Josef Brandt, Uwe Paulmann, Christian Richter, Friedrich G. Schmidt, Albena Lederer^*, Michelle L. Coote, Christopher Barner-Kowollik

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

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.

Original language	English
Pages (from-to)	3244-3250
Number of pages	7
Journal	Polymer Chemistry
Volume	7
Issue number	19
DOIs	https://doi.org/10.1039/c6py00470a
Publication status	Published - 21 May 2016

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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.",

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AU - Pahnke, Kai

AU - Haworth, Naomi L.

AU - Brandt, Josef

AU - Paulmann, Uwe

AU - Richter, Christian

AU - Schmidt, Friedrich G.

AU - Lederer, Albena

AU - Coote, Michelle L.

AU - Barner-Kowollik, Christopher

PY - 2016/5/21

Y1 - 2016/5/21

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AB - 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.

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EP - 3250

JO - Polymer Chemistry

JF - Polymer Chemistry

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ER -

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

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