4 research outputs found
Click Chemistry in Ultraâhigh Vacuum â Tetrazine Coupling with Methyl Enol Ether Covalently Linked to Si(001)
The additiveâfree tetrazine/enol ether click reaction was performed in ultraâhigh vacuum (UHV) with an enol ether group covalently linked to a silicon surface: Dimethyl 1,2,4,5âtetrazineâ3,6âdicarboxylate 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 380â
K by means of Xâray 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 UHVâcompatible click reaction thus opens a new, flexible route for synthesizing covalently bound organic architectures