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Beilstein J. Org. Chem. 2014, 10, 981–989, doi:10.3762/bjoc.10.97
Graphical Abstract
Scheme 1: Oxidative quenching of eosin Y with arenediazonium salts and reactions of the resultant aryl radica...
Scheme 2: Proposed general reaction mechanism of eosin Y-catalyzed substitutions with arene diazonium salts.
Figure 1: UV–vis spectra of the photoborylation reaction mixture (RM).
Figure 2: Fluorescence spectra of the photoborylation reaction mixture (RM). Ex. = excitation wavelength.
Scheme 3: Acid–base behaviour of eosin Y.
Figure 3: UV–vis spectrum of p-bromobenzenediazonium tetrafluoroborate (pBrPhN2) and bispinacolato diboron (B2...
Scheme 4: Eosin Y-catalyzed and dye-free photolytic borylation.
Scheme 5: Eosin Y-catalyzed and dye-free reactions with ethyl propiolate.
Figure 4: UV–vis spectra of ortho-biphenyldiazonium tetrafluoroborate (biPhN2) in acetonitrile.
Scheme 6: Quantum yield determinations of selected visible-light-driven aromatic substitutions.