Photochemical Patterning of a Self-Assembled Monolayer of 7-Diazomethylcarbonyl-2,4,9-trithiaadmantane on Gold Films via Wolff Rearrangement
| العنوان: | Photochemical Patterning of a Self-Assembled Monolayer of 7-Diazomethylcarbonyl-2,4,9-trithiaadmantane on Gold Films via Wolff Rearrangement |
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| المؤلفون: | Chalermchai Khemtong, Ian S. Taschner, Jouliana M. El Khoury, Yubiao Liu, Timothy J. McAfoos, Jun Hu |
| المصدر: | Langmuir. 20:4933-4938 |
| بيانات النشر: | American Chemical Society (ACS), 2004. |
| سنة النشر: | 2004 |
| مصطلحات موضوعية: | Absorption spectroscopy, Photochemistry, Chemistry, Ketene, Adamantane, Wolff rearrangement, Self-assembled monolayer, Surfaces and Interfaces, Condensed Matter Physics, chemistry.chemical_compound, Amide, Spectroscopy, Fourier Transform Infrared, Monolayer, Electrochemistry, Moiety, General Materials Science, Reactivity (chemistry), Gold, Spectroscopy |
| الوصف: | Photolithographic attachment of functional organic molecules via ester or amide linkages to self-assembled monolayers (SAMs) on gold thin films was achieved by employing a novel photoreactive surface anchor, 7-diazomethylcarbonyl-2,4,9-trithiaadmantane. The photoreactive SAM was prepared by the spontaneous physical adsorption of the photoreactive surface anchor onto gold surfaces. The alpha-diazo ketone moiety of the SAM was found to display the classical Wolff rearrangement reactivity to produce a ketene intermediate on the exposed area. Organic molecules such as alcohols and amines can thus be attached to the gold surfaces selectively by the facile in situ formation of ester or amide linkages. The structure and reactivity of the photoreactive surface anchor were characterized by real-time FT-IR, fluorescence, and polarization modulation infrared reflectance absorption spectroscopy (PM-IRRAS). The Wolff rearrangement reactivity of the SAM suggested that a "surface-isolated" carbonylcarbene may be generated when the SAM was exposed to 255-nm irradiation. |
| تدمد: | 1520-5827 0743-7463 |
| DOI: | 10.1021/la049629w |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::34c3b2c64e5312902b3c999701693a24 https://doi.org/10.1021/la049629w |
| رقم الانضمام: | edsair.doi.dedup.....34c3b2c64e5312902b3c999701693a24 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15205827 07437463 |
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| DOI: | 10.1021/la049629w |