103522-58-3Relevant academic research and scientific papers
Substituent effects on selectivity of coupled oxidation of iron tetraphenylporphyrins
Kakeya, Kazuhisa,Shimizu, Atsuko,Akasaka, Kenta,Mizutani, Tadashi
, p. 726 - 733 (2015/06/16)
Coupled oxidation of iron tetraphenylporphyrins bearing either a OMe, Me, F, Cl, COOMe, CF3 or CN group in the para-position of the phenyl groups gave tetraarylbiladien-ab-1-one and triarylbilindione. The ratios of the yields of the former to those of the latter were linearly correlated with the Hammett substituent constants σp+, with a positive slope (δσ = 0.64). The Hammett plot of the oxidation rate vs. the substituent constant σp also showed a positive slope (σ = 0.30). These substituent effects suggest that a nucleophilic step is included in the formation of bilindione. Coupled oxidation of an A3B type tetraarylporphyrin having an electron withdrawing nitro group in one of the phenyl groups indicated that the oxidation leading to biladienone occurred rather statistically in any of the meso-positions, while the oxidation leading to bilindione occurred preferentially in the meso-position bearing the 4-nitrophenyl group.
Synthesis of para - Or ortho -substituted triarylbilindiones and tetraarylbiladienones by coupled oxidation of tetraarylporphyrins
Nakamura, Ryosuke,Kakeya, Kazuhisa,Furuta, Nao,Muta, Etsuko,Nishisaka, Hiroaki,Mizutani, Tadashi
scheme or table, p. 6108 - 6115 (2011/09/21)
Coupled oxidation of [tetraarylporphyrinato]iron(III) chloride carrying substituents in the ortho or para positions was performed by allowing the iron porphyrin to react with dioxygen, ascorbic acid, and pyridine to give biladienone as the major product a
Synthesis of biladienone and bilatrienone by coupled oxidation of tetraarylporphyrins
Asano, Naomi,Uemura, Sayo,Kinugawa, Tomoya,Akasaka, Hiroaki,Mizutani, Tadashi
, p. 5320 - 5326 (2008/02/07)
(Chemical Equation Presented) Tetraarylbiladien-ab-ones bearing various substituents (R) in the para position of the phenyl groups were preprared by coupled oxidation of tetraarylporphyrin iron complexes. The yields of 5,10,15-triaryl-19-aroyl-15-hydroxyb
A facile and versatile preparation of bilindiones and biladienones from tetraarylporphyrins
Yamauchi, Takae,Mizutani, Tadashi,Wada, Kenji,Horii, Shoji,Furukawa, Hirotaka,Masaoka, Shigeyuki,Chang, Ho-Chol,Kitagawa, Susumu
, p. 1309 - 1311 (2008/09/17)
Bilindiones and biladienones carrying aryl groups at the meso positions were prepared using coupled oxidation reactions of iron tetraarylporphyrins in 20-63% yield. The Royal Society of Chemistry 2005.
The Photo-oxidation of meso-Tetraphenylporphyrins
Cavaleiro, Jose A. S.,Neves, Maria G. P. S.,Hewlins, Michael J. E.,Jackson, Anthony H.
, p. 1937 - 1943 (2007/10/02)
The photo-oxidation of meso-tetraphenylporphyrin (TPP) dianion in methanol affords a purple benzoyl bilinone (5b) by addition of singlet oxygen, followed by ring-opening and addition of methanol; similar products (5a) and (5c) can be formed by addition of
Structures of the Ring-opened Oxidation Products from meso-Tetraphenylporphyrin
Cavaleiro, Jose A. S.,Hewlins, Michael J. E.,Jackson, Anthony H.,Neves, G. P. Maria S.
, p. 142 - 144 (2007/10/02)
The products formed by chemical, or photochemical, oxidation of meso-tetraphenylporphyrin, or its metal complexes, are now shown to have the novel violinoid structure (3) (rather than a biliverdinoid structure) as shown by spectroscopic and (13)C-labelling studies.
