134643-95-1Relevant academic research and scientific papers
Synthesis of chiral porphyrins and their use in photochemical oxidation of carbonyl compounds
Walaszek, Dominika J.,Maximova, Ksenia,Rybicka-Jasińska, Katarzyna,Lipke, Agnieszka,Gryko, Dorota
, p. 493 - 505 (2014)
A series of chiral A4, A2B2, and AB 3 porphyrins bearing proline moieties at the meso-phenyl group has been synthesized. Photostability studies revealed that the number of L-proline units and their position on meso-phenyl rings strongly influence the decomposition rate of the catalyst. 5,10,15-Tris(mesityl)-20-(3- prolinanilidylphenyl)-21,23H-porphyrin is the most stable while porphyrin bearing four 3-prolinanilidylphenyl substituents completely decomposes in CHCl3 within 3 h. Singlet oxygen quantum yields of the conjugates were determined by measuring the peak areas of the NIR emission of 1O2 (1280 nm) generated by these compounds and compared to that generated by the reference standard TPP. Selected porphyrins were tested as catalysts in the photooxidation of carbonyl compounds at the α-position.
REACTION OF SINGLET OXYGEN WITH ENOLIC TAUTOMERS OF β-DICARBONYLS. α-HYDROXYLATION OF 2-ACYL- AND 2-CARBOALKOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONES
Yoshioka, Michikazu,Nishioka, Takashi,Hasegawa, Tadashi
, p. 1471 - 1474 (2007/10/02)
Dye-sensitized photooxidation of enolic tautomers of naphthalenones (5) gave hydroperoxynaphthalenones (6) and naphthols (7).Deoxygenation of 6 by triphenylphosphine gave hydroxynaphthalenones (8).
