Photochemical C-P bond cleavage of nitrobenzylphosphonate ions.
スポンサーリンク
概要
- 論文の詳細を見る
Upon UV-irradiation, the C–P bond of <I>p</I>-nitrobenzylphosphonate ions cleaved with a quantum yield of about 0.7 in an aqueous alcohol solution to give 1,2-bis(4-nitrophenyl)ethane, <I>p</I>-nitrotoluene, orthophosphate, and alkyl dihydrogenphosphate. Whereas in an aqueous solution 1,2-bis(4-nitrophenyl)ethane was produced as a main product, in an alcohol solution only <I>p</I>-nitrotoluene was produced. This photolysis may proceed via intramolecular electron transfer from PO<SUB>3</SUB><SUP>2−</SUP> group to nitro aromatic moiety to form an excited state, which undergoes C–P bond cleavage to give <I>p</I>-nitrobenzyl anion and monomeric metaphosphate anion as intermediates. The C–P bond cleavage of <I>p</I>-nitrobenzylphosphonate ion occurred more readily than those of <I>o</I>- and <I>m</I>-nitrobenzylphosphonate ions.
- 公益社団法人 日本化学会の論文
著者
-
Takamuku Setsuo
The Institute Of Scientiffic And Industrial Research Osaka University
-
OKAMOTO Yoshiki
The Institute of Scientific and Industrial Research, Osaka University
-
Okamoto Yoshiki
The Institute Of Scientific And Industrial Research Osaka University
-
Toki Susumu
The Institute of Scientific and Industrial Research, Osaka University
-
Iwamoto Narimasa
The Institute of Scientific and Industrial Research, Osaka University
関連論文
- Physicochemical Properties of 2-Methylthio-4-Methylphenol, a Model Compound of the Novel Cofactor of Galactose Oxidase
- A New Approach to Study of Solvent Effect on Intramolecular Electron Transfer
- Evidence for Parallel Photoinduced Electron Transfer in Diquinone Substituted Porphyrins
- Photooxygenation of 1,1-Diarylethylenes via Addition of Oxygen to the 1,4-Dimer Radical Cations, Catalyzed by 10-Methylacridinium Ion
- Photoinduced Hydride Reduction of 10-Methylacridinium Ion by Alkylbenzenes in the Presence of Perchloric Acid
- Photoreactivities of Contact Charge-Transfer Complexes between 1,1-Diarylethenes and Oxygen Molecules. Dimerization and Oxygenation Accelerated in Medium Polar Solvent
- Cycloreversion of 1-(1-Naphthyl)-5-phenylbicyclo[3.2.0]hept-6-ene to 1-(1-Naphthyl)-4-phenyl-1,3-cycloheptadiene by Triplet Sensitization and Direct Irradiation
- Stilbene Dimer Radical Cations in the Radiolyses of Stilbenes and 1,2,3,4-Tetraphenylcyclobutanes
- Mechanism of the cis- and trans-anti-Markovnikov Addition of Methanol to 1-Phenycycloalkenes through Photoinduced Electron Transfer
- Mechanism of Photochemical Reaction of Contact Charge Transfer Pair between 1, 1-Diarylethene and Oxygen
- Radical Anion of Nitrile Ylide by Dual Beam Irradiation of 3-(4-Biphenylyl)-2H-azirine at Low Temperature
- Cycloreversion of 1,4-Diphenylbicyclo[3.2.0]hept-2-ene via Triplet State. Evidence for Adiabatic Process on the Triplet Surface
- Properties of Radical Cations Generated by the Pulse Radiolysis of 1, ω-Bis(diarylethenyl)alkanes. Trapping of Distonic 1,4-Radical Cation by Molecular Dioxygen
- Synthesis of 1-Dialkylaminoalkylidenediphosphonic Acids and Their Properties for Complex Formation
- Photolyses of Derivatives of Naphthyl and Anthryl Phosphates and Methylphosphonates
- Photolysis of tetraarylmethanes and 3-(triarylmethyl)pyridines.
- Photolysis of triphenylacetic acid and its methyl ester: A novel photochemical generation of carbene intermediates.
- Synthesis of Dialkylaminomethylenediphosphonic Acids
- The reactions of several anilides with phosphoryl chloride.
- A Novel Preparation of Enamine Phosphonates from Ketene O,N-, S,N- and N,N-Acetals with Diethyl Phosphite
- Intramolecular Electron Transfer and SN2 Reactions in the Radical Anions of 1-Benzoyl-.OMEGA.-haloalkane Studied by Pulse Radiolysis.
- Hydroxyalkylation and lactone formation from dialkyl malonate by means of a EuIII/EuII photoredox system.
- Reactions of aromatic radical anions with benzhydryl chloride studied by pulse radiolysis.
- Photochemistry of 2H-Azirine. Formation of Nitrile Ylide Evidenced by Laser Flash Photolysis and Pulse Radiolysis.
- Photochemical C-P bond cleavage of nitrobenzylphosphonate ions.
- The Photolysis of 1,3-Cyclootadiene Vapor. Vibrationally Excited Molecules Produced by the Photoelimination of Ethylene
- Solvent effects on the unimolecular dissociation of radical anions studied by pulse radiolysis.
- Surface-active properties and their photochemical behaviors of (1-alkyl-4-pyridiniomethyl)phosphonates.
- Pyrolysis of Tris (2,3-dibromopropyl) Phosphate and Its Related Compounds
- The Pyrolysis of Hexyl Phosphates and Their Salts
- Photolysis of triarylmethylphosphonic acids and their esters.
- Photochemical hydroxymethylation of alicyclic and aliphatic alkenes induced by a EuIII/EuII photoredox system in methanol.
- Pyrolysis of Dialkyl 2-Acyloxyalkylphosphonates
- The Structure and Reactivity of Organic Ions in Gas-phase Radiolysis. VIII. The C7H7+ Ion from Toluene and Ethylbenzene
- Formation of Phosphate Derivatives by the Reaction of Propyl and Allyl Halides with Phosphorus Trichloride and Oxygen
- The reaction of O(3P) atoms with indene and phenanthrene induced by the .GAMMA.-radiolysis of liquid carbon dioxide.