Glaser, Timo and Meinecke, Jannick and Freund, Lukas and Laenger, Christian and Luy, Jan-Niclas and Tonner, Ralf and Koert, Ulrich and Duerr, Michael (2021) Click Chemistry in Ultra-high Vacuum - Tetrazine Coupling with Methyl Enol Ether Covalently Linked to Si(001). CHEMISTRY-A EUROPEAN JOURNAL, 27 (31). pp. 8082-8087. ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
The additive-free tetrazine/enol ether click reaction was performed in ultra-high vacuum (UHV) with an enol ether group covalently linked to a silicon surface: Dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate molecules were coupled to the enol ether group of a functionalized cyclooctyne which was adsorbed on the silicon (001) surface via the strained triple bond of cyclooctyne. The reaction was observed at a substrate temperature of 380 K by means of X-ray photoelectron spectroscopy (XPS). A moderate energy barrier was deduced for this click reaction in vacuum by means of density functional theory based calculations, in good agreement with the experimental results. This UHV-compatible click reaction thus opens a new, flexible route for synthesizing covalently bound organic architectures.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | TOTAL-ENERGY CALCULATIONS; ADSORPTION; SURFACES; FUNCTIONALIZATION; CYCLOOCTYNE; REACTIVITY; click chemistry; density functional calculations; silicon; surface chemistry; X-ray photoelectron spectroscopy |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 20 Sep 2022 05:43 |
| Last Modified: | 20 Sep 2022 05:43 |
| URI: | https://pred.uni-regensburg.de/id/eprint/47585 |
Actions (login required)
 |
View Item |
