Exposure of 3-hydroxyflavonolate complexes of the group 12 metals to UV light under aerobic conditions results in oxidative carbon-carbon bond cleavage and CO release. This reactivity is novel in that it occurs under mild reaction conditions and suggests that light-induced CO-release reactivity involving metal flavonolate species may be possible in biological systems.
Irradiation of 3-hydroxyflavonolato (3-Hfl) complexes of Mn II , Co II , Ni II and Cu II (1-4) at 300 nm under aerobic conditions results in dioxygenase-type reactivity and the formation of the corresponding divalent metal O-benzoylsalicylato (Obs) complexes 8-11 and CO. The latter were characterized by using multiple methods, including elemental analysis, Xray crystallography, NMR and/or EPR spectroscopy, mass spectrometry and IR spectroscopy. Compounds 1-4 serve as catalysts for the photoinduced reactivity of 3-hydroxyflavonol (3-HflH) to produce O-benzoylsalicylic acid as the major [a]
Seven new fluorescent 2-R-naphtho[2,3-d]oxaphospholes (R-NOPs) (4a–g; R = tBu (a), Ad (b), C(6)H(5) (c), 4-MeC(6)H(4) (d), 4-ClC(6)H(4) (e), 4-BrC(6)H(4) (f ), 4-MeOC(6)H(4) (g)), have been synthesized by cyclocondensation reactions of benzimidoyl chlorides with 3-phosphino-2-naphthol (3). The compounds were characterized by multinuclear NMR, UV-vis, and fluorescence spectroscopy. Compounds 4a–d and 4g were characterized by cyclic voltammetry experiments. The solid state structures of compounds 4b and 4d were also determined by single-crystal X-ray diffraction experiments.
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