Selective N sp2 - and C sp2 - Photografting of Au-Surface by Aryldiazonium Salts and Arylazo Sulfonates.

Autor: Nicchio L; PhotoGreen Lab, Department of Chemistry, University of Pavia, Pavia, 27100, Italy., Médard J; ITODYS, CNRS, UMR 7086, Université de Paris, 75013, Paris, France., Decorse P; ITODYS, CNRS, UMR 7086, Université de Paris, 75013, Paris, France., Gam-Derouich S; ITODYS, CNRS, UMR 7086, Université de Paris, 75013, Paris, France., Chevillot-Biraud A; ITODYS, CNRS, UMR 7086, Université de Paris, 75013, Paris, France., Luo Y; Laboratoire de Chimie & Biochimie, Pharmacologie & Toxicology, CNRS, UMR 8601, Université de Paris, 75006, Paris, France., Mangeney C; Laboratoire de Chimie & Biochimie, Pharmacologie & Toxicology, CNRS, UMR 8601, Université de Paris, 75006, Paris, France., Berisha A; Chemistry Department of Natural Sciences Faculty, University of Prishtina, Rr. 'Nēna Tereze' nr. 5, 10000, Prishtina, Kosovo., Averseng F; Sorbonne Université, CNRS, Laboratoire, de Réactivité de Surface, LRSFLRS, F-75005, Paris, France., Fagnoni M; PhotoGreen Lab, Department of Chemistry, University of Pavia, Pavia, 27100, Italy., Protti S; PhotoGreen Lab, Department of Chemistry, University of Pavia, Pavia, 27100, Italy., Pinson J; ITODYS, CNRS, UMR 7086, Université de Paris, 75013, Paris, France.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2023 Jul 26; Vol. 29 (42), pp. e202301006. Date of Electronic Publication: 2023 Jun 13.
DOI: 10.1002/chem.202301006
Abstrakt: Arylazo sulfonates (Ar-N=N-SO 3 Na) have been found to undergo photografting on gold surface through both Au-N sp2 - and Au-C sp2 - bond formation. The functionalized materials have been fully characterized by infrared reflection absorption spectroscopy (IRRAS), Raman, XPS, DFT calculations and UV-Vis absorption spectroscopy. These methods permit to evidence aromatic substituents (IRRAS), the Au-N=N signature (Raman and XPS spectroscopy), and the bond dissociation energy values of the two linkages (DFT calculation). The grafting proceeds through two competitive paths, namely a stepwise reaction involving an aryl radical (for the formation of the Au-Ar bonds) and a concerted reaction on the surface of gold (for Au-N=N-Ar bond formation). The occurrence of an aryl radical upon irradiation has been fully evidenced by EPR spectroscopy. Finally, E/Z photoisomerisation of the N=N bonds present on prepared few layer films has been observed by means of UV-Vis absorption spectroscopy.
(© 2023 Wiley-VCH GmbH.)
Databáze: MEDLINE
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