Aromatic Azide Transformation on the Ag(111) Surface Studied by Scanning Probe Microscopy |
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Authors: | Jack Hellerstedt,Ale Cahlí k,Oleksander Stetsovych,Martin vec,Tomoko K. Shimizu,Pingo Mutombo,Ji í Klí var,Irena G. Star ,Pavel Jelí nek,Ivo Starý |
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Affiliation: | Jack Hellerstedt,Aleš Cahlík,Oleksander Stetsovych,Martin Švec,Tomoko K. Shimizu,Pingo Mutombo,Jiří Klívar,Irena G. Stará,Pavel Jelínek,Ivo Starý |
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Abstract: | Chemical transformation of 9‐azidophenanthrene on the Ag(111) surface was studied by nc‐AFM in UHV. High‐resolution imaging supported by first‐principle calculations revealed the structure of the final products that originated from a common and elusive 9‐phenanthryl nitrenoid intermediate chemisorbed on the Ag(111) surface. A formal nitrene insertion into the C?H bond along with its dimerisation and hydrogenation were identified as main reaction channels. Thus, the ability of aryl azides to form covalent σ‐ and π‐bonds between their transformation products on a solid surface was demonstrated at a single‐molecule level. |
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Keywords: | Azide Chemie auf Oberflä chen Dichtefunktionalrechnungen Rastersondenmikroskopie Silberoberflä che |
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