Photochemical reactions of contact charge-transfer pairs of 1-arylcyclohexenes and oxygen.
スポンサーリンク
概要
- 論文の詳細を見る
Photoexcitation of contact charge-transfer (CCT) pairs of 1-arylcyclohexenes <B>1</B> (aryl: phenyl, 4-methylphenyl, and 4-methoxyphenyl) and oxygen in acetonitrile and benzene gave 1,2-epoxy-1-arylcyclohexanes <B>2</B> as major products together with 2-aryl-2-cyclohexen-1-ols and acetophenones <B>4</B>. Similar irradiation of the CCT pairs in methanol/acetonitrile afforded mainly 2-aryl-2-methoxycyclohexanols instead of <B>2</B> and small amounts of 1-aryl-1-methoxycyclohexanes, 2-aryl-2-cyclohexen-1-ones, and <B>4</B>. The formation of these products can be explained by photoinduced electron transfer in the excited CCT pairs generating radical cations of <B>1</B> and superoxide anions.
- 公益社団法人 日本化学会の論文
著者
-
Sakuragi Hirochika
Department Of Chemistry University Of Tsukuba
-
Kojima Masanobu
Department Of Bioscience And Biotechnology Faculty Of Agriculture Shinshu University
-
Tokumaru Katsumi
Department of Chemistry Faculty of Science The University of Tokyo
-
Kojima Masanobu
Department of Chemistry, Faculty of Liberal Arts, Shinshu University
関連論文
- Mechanism for Photocleavage of N-(Anthroyloxy)-9-fluorenylidene-amines and Dynamic Behavior of Anthroyloxyl Radicals
- Generation and Behavior of 9-Anthroyloxyl Radicals in Photocleavage of N-(9-Anthroyloxy)-9-fluorenylideneamine
- Adiabatic Intramolecular Hydrogen Atom Transfer in 2-[2-(2-Pyrrolyl)ethenyl]pyridine
- Observation of a Novel Fluorescent Dimer of Zinc Tetrasulphonatophthalocyanine
- Photoisomerization and Photocyclization Reactions of 1-Styrylanthracene
- Effects of Substitution of a-Anthryl Group at the N=N and N=C Unsaturated Bonds on Their Photoisomerization in the Triplet State
- Effects of Substitution with Positionally Isomeric Anthryl Groups on the One-Way Isomerization
- Intermediates for Photoisomerization of a Butenylnaphthalene in the Presence of Electron Acceptors as Studied by Solvenet Dependence of Magnetic Field Effects
- Effects of Salt on Isomerization of Stilbene Cation Radicals. Direct Observation of their Cis→Trans Conversion
- Trans→cis One-way Photoisomerization of an Olefin Substituted with an Indole and a Pyridine Ring. Effect of Intramolecular Hydrogen Bond
- Behavior of Naphthoyloxyl and Methoxynaphthoyloxyl Radicals Generated from the Photocleavage of Dinaphthoyl Peroxides and 1-(Naphthoyloxy)-2-pyridones
- Generation and Behavior of Naphthoyloxyl Radicals in Photocleavage of 1-(Naphthoyloxy)-2-pyridones
- Generation, Structure, and Reactivity of ο-Iodobenzoyloxyl Radicals. Pulsed Laser Photolysis of 1-(ο-Halobenzoyloxy)-2-pyridones
- Intramolecular Hydrogen-Atom Transfer in 2-Alkylbenzoyloxyl Radicals as Studied by Transient Absorption Kinetics and Product Analyses on the Photodecomposition of Bis(2-alkylbenzoyl) Peroxides
- Attempts at Direct Detection of Reactive Species in Selective Excitation of the Contact Charge Transfer Pairs of Hexamethylbenzene and Oxygen
- Isomerization Behavior of Halostilbene Radical Cations in the Excited States. Two-Color Photochemistry of Stilbene Derivatives
- Norrish Type I Reaction of Diphenyltetrahydrobenzocycloheptenones. Conformational Effects on Biradical Lifetime
- Photoinduced Electron Transfer Reactions of Di(4-methoxyphenyle)ethanal in Solution. Sensitizer-dependent Decay Pathways of the Aldehyde Cation Radical
- Fabrication of Langmuir-Blodgett Films with a Novel Amphiphilic Ferrate (III) Coordination Compound
- Effects of a Naphthyl Group upon the Stability of Aroyloxy Radicals
- Intramolecular Hydrogen Atom Transfer in a 2-Methylbenzoyloxyl Radical Revealed by Transient Absorption Kinetics^#
- Photobleaching of Fluorescent Probe in Microfluorometry and Detection of Active Oxygen Species
- Effect of Acetonitrile Completely Suppressing Trans-to-cis Photoisomerization of Styrylpyrene Substituted with a Nitro Group
- Effect of Substituents on the Equilibrium between Trans and Perpendicular Conformers in the Triplet Excited State of Substituted Styrylpyrenes
- Rotational Isomerization of trans-2-Styrylanthracene between (s)-trans and (s)-cis Rotamers in the Excited States. Investigation of Its Sterically Restricted Model Compounds
- Methylene Blue Sensitized Degradation of Sodium Hyaluronate through Photoinduced Electron Transfer
- Photo-Ring-Opening Efficiency of 2,2-Diphenyl-2H-1-benzopyran Evaluated from Addition Reactivity of Amines to Its Ring-Opened Isomers
- Photoreactivities of Contact Charge-Transfer Complexes between 1,1-Diarylethenes and Oxygen Molecules. Dimerization and Oxygenation Accelerated in Medium Polar Solvent
- Concentration Dependent Photodimerization of Azobenzenes in Solution
- Correlation between Phototoxicity and Photoionization Efficiency of Phenothiazine Drugs
- Behavior of Biradicals Generated from a Norrish Type-I Reaction of 2,2-Diphenylcycloalkanones. Chain-Length Dependence and Magnetic Field Effects
- Mechanism and Potential Energy Surface for Photoisomerization of Stilbene in Zeolite Nanospace
- Mechanism of Cis-to-Trans One Way Isomerization of Stilbene and Formation of Its Stable Dimer Cation Radicals in Zeolite Cavities
- Charge-Density and Ring-Size Dependent Dimerization of 1-Arylcycloalkene Cation Radicals
- Light Stimulation Triggered Expression of Genes Coding for Vacuolar Proton-Pump Enzymes V-ATPase and V-PPase in Buckwheat
- One-Way Photoisomerization of Dienes Substituted by an Anthracene Nucleus
- Study of Reactive Intermediates in Photoinduced Electron Transfer Anti-Markovnikov Addition of Methanol to 1-Phenylcycloalkenes
- Photochemical Conversion of anti-9-Methylcarbazole-3-carbaldehyde Diphenylhydrazone to Its syn-Isomer and an Indazole
- The Effect of Substitution of 3-Perylenyl Group, an Aromatic Nucleus with a Very Low Triplet Energy, on Photochemical Isomerization of the Unsaturated Bond. Direct Observation of Triplet State Isomerization of a Styrene Derivative
- Factors Determining the Adiabatic or the Deabatic Pathway of the Photoisomerization of Unsaturated Bonds
- Spectroscopic and Photophysical Behavior of 2-Quinolone as a Probe for Bronsted and Lewis Acid Sites in Zeolites
- Oxygenation of aromatic vinyl ethers. A noticeable formation of epoxides and reaction mechanism.
- Mechanisms of singlet and triplet sensitized decomposition of bis(2-phenylbenzoyl) peroxide.
- Mechanism for light induced hydrogen isotope exchange in benzonitrile.
- Mechanistic approach to the sensitization process of aromatic ketones in the isomerization between norbornadiene and quadricyclane.
- Light Induced Hydrogen Isotope Exchange between Terephthalonitrile and Thiols
- Naphthalene-sensitized photolysis of dibenzoyl peroxide.
- Photochemical and photophysical behavior of p-methoxyphenylalkenyl phenanthrenecarboxylates. II. Kinetic investigation of intramolecular cycloaddition.
- Photochemical electron-transfer reaction between aromatic olefins and metal ions. Dependence of the reaction course on the structure of the olefins.
- Homolytic Aromatic Isopropyloxycarbonyloxylation Induced by Oxygen
- The Singlet Sensitized Decomposition of Benzoyl Peroxide
- Reaction of Vinylic Radicals with Oxygen
- The mechanism of electron transfer reaction for xanthene dye-sensitized formation of methyl viologen radical.
- Highly selective cis-trans photoisomerization of 1-pyrenylethylenes: Relations between the modes of isomerization and potential energy surfaces.
- Photochemical and photophysical behavior of p-methoxyphenyl-alkenyl phenanthrenecarboxylates. I. Structure and competitive formation of intramolecular cycloaddition products.
- Behavior of the excited cis singlet state of a one-way isomerizing olefin. Further insight into potential energy surfaces of 1-(3,3-dimethyl-1-butenyl)pyrene.
- Photochemical reactions of contact charge-transfer pairs of 1-arylcyclohexenes and oxygen.
- Electron transfer resulting from excitation of contact charge transfer complexes of some styrene derivatives and oxygen. The role of oxygen as an electron acceptor.
- Photoisomerization of oxime ethers and efficiency of triplet formation via exciplexes.
- Substituent effects on azomethine proton chemical shifts and 13C-H coupling constants in N-benzylideneanilines. Generality of inverse substituent effects on the azomethine proton chemical shifts.
- A new aspect on the origin of an anomalous substituent effect on the azomethine proton chemical shifts in 4-substituted N-benzylideneanilines.
- A new method for conformational analysis by photoelectron spectroscopy with application to alkyl-substituted styrenes.
- Dye-Sensitized Oxygenation and Dimerization of 4-Methoxystyrene through Electron Transfer.
- Mechanism of Cis-Trans Isomerization of Fluoranthenylethylenes on Direct Irradiation.
- Photosensitized cis-trans isomerization of .BETA.-alkylstyrenes.
- Photolysis of dibenzoyl peroxide under direct and singlet sensitized irradiations. Mechanism for the formation of the geminate product.
- Unambiguous proof of nitrile formation from pyrazine skeleton through photo-oxidative degradation. Isolation and structural determination of photodegraded product of amorphous poly(2,5-distyrylpyrazine).
- Triplet Intermediates in Cis-Trans Photoisomerization of 3-Chrysenylethylenes.
- Spin trapping of aryl and arylcyclohexadienyl radicals by N-t-butyl-.ALPHA.-phenylnitrone (N-benzylidene-t-butylamine oxide) and .ALPHA.,N-diphenylnitrone (N-benzylideneaniline oxide).
- An ESR study of aromatic olefin radical cations.
- Mechanism of Production of Singlet Oxygen on Photoexcitation of Drugs Inducing Photosensitivity.
- Spin trapping of benzoyloxycyclohexadienyl radicals by 2,3,5,6-tetramethylnitrosobenzene (nitrosodurene) in the decomposition of dibenzoyl peroxide in benzene.
- Electronic structures and conformations of N-benzylideneanilines. I. Electronic absorption spectral study combined with CNDO/S CI calculations.
- Electronic structures and conformations of N-benzylideneanilines. II. Photoelectron spectral study.
- Multiple substituent effects on 13C chemical shifts of N-benzylideneanilines. Evidence for substituent-substituent interactions and their implications of conformational changes with substituents.
- Decomposition of cis- and trans-α-Phenylcinnamoyl Peroxide and t-Butyl cis- and frans-α-Phenylperoxycinnamate. Stereochemistry of 1,2-Diphenylvinyl Radical
- Important role of fluorescence reabsorption mechanism in sensitized reaction of unsaturated lactones. Evidence against "the orbital symmetry correlations in sensitization".
- A Remark on the Unsuitable Use of Nitrobenzene as a Standard Substrate for Homolytic Aromatic Substitution
- Homolytic aromatic substitution by iminyl radicals. Photolysis of aromatic ketone O-acyloximes in aromatic solvents.
- Decomposition of Peroxybenzoic Acid in Solution. III. Decomposition in Ethers
- Photochemistry of 1,2-diphenylcyclobutene in protic solvents. Addition of alcohols, acetic acid, and water.