On-surface azide-alkyne cycloaddition on Cu(111): does it "click" in ultrahigh vacuum?
Using scanning tunneling microscopy, we demonstrate that the 1,3-dipolar cycloaddition between a terminal alkyne and an azide can be performed under solvent-free ultrahigh vacuum conditions with reactants adsorbed on a Cu(111) surface. XPS shows significant degradation of the azide upon adsorption, which is found to be the limiting factor for the reaction.
Sino-Danish Center for Molecular Nanostructures on Surfaces, Interdisciplinary Nanoscience Center and Department of Physics and Astronomy, Aarhus University, 8000 Aarhus C, Denmark.
Fabian
F
Bebensee
Christian
C
Bombis
Sundar-Raja
SR
Vadapoo
Jacob R
JR
Cramer
Flemming
F
Besenbacher
Kurt V
KV
Gothelf
Trolle R
TR
Linderoth
D000327:Adsorption; D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D013499:Surface Properties; D014618:Vacuum
D000480:Alkynes; D001386:Azides; D003300:Copper