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- W2055291119 abstract "2,4,6-Triphenyl-λ3-phosphorin (1) wird in Benzol langsam durch den darin gelösten Luft-sauerstoff oxidiert. Zwei kristallisierte Oxidationsprodukte wurden isoliert. Die tieferschmelzende Verbindung ist 4,4′-Dioxybis(1-hydroxy-1-oxo-2,4,6-triphenyl-λ5-1-phospha-2,5-cyclohexadien) (2). Alkylierung mit Triathyloxonium-tetrafluoroborat liefert die drei stereoisomeren Phosphinsäureester 4E,E, 4E,Z, und 4Z,Z, deren Spaltung mit Zink und Eisessig zwei stereoisomere Hydroxyphosphinsäure-äthylester 5 E und Z ergibt. Die sterische Zu-ordnung gelang mit Hilfe der 1H-NMR-Spektren. Wasserstoffperoxid-Oxidation von 1 liefert 1-Hydroxy-1-oxo-2,4,6-triphenyl-λ5-1-phospha-2,4-cyclohexadiene (3). Mit Triäthyloxonium-tetrafluoroborat entsteht das auch auf anderem Wege aus 1 zugängliche 1,1 -Diäthoxy-2,4,6-triphenyl-λ5-phosphorin (6) neben 1-Äthoxy-6-äthyl-1-oxo-2,4,6-triphenyl-λ5-1-phospha-2,4-cyclohexadien (13). Autoxidation and Hydrogen Peroxide Oxidation of 2,4,6-Triphenyl-λ3-phosphorin 2,4,6-Triphenyl-λ3-phosphorin (1) is slowly oxidized in benzene solution by dissolved oxygen. Two crystalline oxidation products were isolated. The structure of the lower melting substance is 4,4′0-dioxybis(1-hydroxy-1-oxo-2,4,6-triphenyl-λ5-1-phospha-2,5-cyclohexadiene) (2). Alkylation with triethyloxonium tetrafluoroborate leads to three stereoisomeric phosphinates 4E,E, 4E,Z, 4Z,Z, which by reduction with zinc in acetic acid yield two stereoisomeric ethyl hydroxyphosphinates 5E and Z. Steric assignment was made on the basis of the 1H n. m. r. data. Hydrogen peroxide oxidation of 1 yields 1-hydroxy-1-oxo-2,4,6-triphenyl-λ5-1-phospha-2,4- cyclohexadiene (3). Treatment with triethyloxonium tetrafluoroborate yields 1, 1-diethoxy-2,4,6-triphenyl-λ5-phosphorin (6) which was also prepared by another synthetic route and 1-ethoxy-6-ethyl-1-oxo-2,4,6-triphenyl-λ5-1-phospha-2,4-cyclohexadiene (13)." @default.
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- W2055291119 date "1973-03-01" @default.
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- W2055291119 title "Autoxidation und Wasserstoffperoxid‐Oxidation von 2,4,6‐Triphenyl‐λ <sup>3</sup> ‐phosphorin" @default.
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- W2055291119 doi "https://doi.org/10.1002/cber.19731060334" @default.
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