Inverse electron demand DielsAlder (iEDDA)-initiated conjugation: a (high) potential click chemistry scheme
Inverse electron demand DielsAlder reactions (iEDDA) between 1,2,4,5-tetrazines and olefins have emerged into a state-of-the art concept for the conjugation of biomolecules. Now, this reaction is also increasingly being applied in polymer science and materials science. The orthogonality of this exci...
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| Main Authors | , |
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| Format | Journal Article |
| Language | English |
| Published |
28.05.2013
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| Online Access | Get full text |
| ISSN | 0306-0012 1460-4744 |
| DOI | 10.1039/c3cs60049a |
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| Summary: | Inverse electron demand DielsAlder reactions (iEDDA) between 1,2,4,5-tetrazines and olefins have emerged into a state-of-the art concept for the conjugation of biomolecules. Now, this reaction is also increasingly being applied in polymer science and materials science. The orthogonality of this exciting reaction to other well-established click chemistry schemes, its high reaction speed and its biocompatibility are key features of iEDDA making it a powerful alternative to existing ligation chemistries. The intention of this tutorial review is to introduce the reader to the fundamentals of inverse electron demand DielsAlder additions and to answer the question whether iEDDA chemistry is living up to the criteria for a click reaction and can serve as a basis for future applications in post-synthetic modification of materials.
Inverse electron demand DielsAlder reactions (iEDDA) between 1,2,4,5-tetrazines and olefins have emerged as a versatile conjugation tool in the sense of click chemistry and are therefore the subject of this
tutorial review
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| Bibliography: | Christian Slugovc studied Chemistry at the Vienna University of Technology and received his PhD in 1998. After a postdoc-year at the CSIC in Sevilla, working on CH activation with iridium complexes, he joined Graz University of Technology in 2002 where he worked on ring opening metathesis polymerisation for his habilitation which he finished in 2007. Since then he has been an Associate Professor at the Institute for Chemistry and Technology of Materials at Graz University of Technology. His research interests comprise the application of olefin metathesis in macromolecular and materials chemistry, research on olefin metathesis catalysts, organometallic phosphorescent complexes and porous polymers. Astrid-Caroline Knall studied Industrial Chemistry at the Graz University of Technology in Austria. Her dissertation (under the supervision of Franz Stelzer) focused on the synthesis of Europium coordination compounds and their application in water vapour sensors. She then moved to Borealis Polyolefine GmbH where her main research areas were reactive modification and additivation of polyolefins. In 2011, she returned to Graz University of Technology as a postdoctoral research fellow where she is now working at the Institute for Chemistry and Technology of Materials. Her research interests include tetrazines as building blocks for functional (stimuli-responsive, fluorescent and photosensitive) polymers. |
| ISSN: | 0306-0012 1460-4744 |
| DOI: | 10.1039/c3cs60049a |