Caged Fluoride: Photochemistry and Applications of 4-Hydroxyphenacyl Fluoride

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Authors

SLANINA Tomáš ŠEBEJ Peter HECKEL Alexander GIVENS Richard KLÁN Petr

Year of publication 2015
Type Article in Periodical
Magazine / Source Organic Letters
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.acs.org/doi/10.1021/acs.orglett.5b02374
Doi http://dx.doi.org/10.1021/acs.orglett.5b02374
Field Organic chemistry
Keywords photochemistry; photoremovable protecting groups; fluoride
Description The quantitative, efficient (Phi = 0.8) photorelease of the fluoride ion upon UV-irradiation in aqueous media is introduced. The 4-hydroxyphenacyl chromophore is simultaneously transformed into UV-transparent 4-hydroxyphenylacetate via a photo-Favorskii rearrangement. The application of this process is demonstrated by photoinduced etching of mica and silicon by AFM.
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