Photochemical reaction of 3,3-dimethyl-1,2-indanedione with xanthene.

スポンサーリンク

概要

• 論文の詳細を見る

• The photochemical reaction of 3,3-dimethyl-1,2-indanedione (DMID) with xanthene was investigated in detail. The products are 1-hydroxy-3,3-dimethyl-1-(9-xanthenyl)-2-indanone (<B>3a</B>) (49%), 2-hydroxy-3,3-dimethyl-1-indanone (13%), 1,1′-dihydroxy-3,3,3′,3′-tetramethyl-1,1′-biindan-2,2′-dione (<B>5a</B>) (23%), and 9,9′-bixanthenyl (<B>6</B>) (49%). The reaction proceeds <I>via</I> hydrogen abstraction by <SUP>3</SUP>(nπ)<SUP>*</SUP> of DMID leading to triplet radical pair composed of its semidione radical and 9-xanthenyl radical. The product <B>3a</B> is a combination product from the radical pair, while <B>5a</B> and <B>6</B> are escaping products from it. The hydrogen abstraction occurs at C-1 carbonyl group of DMID in a fairly efficient quantum yield (Φ=0.71). Behavior of the DMID semidione radical is rather resemble those of open-chain semidione radicals than those of sterically hindered semidione radicals.

• 公益社団法人 日本化学会の論文

著者

• OSUKA Atsuhiro

  Department of Chemistry, Faculty of Science, Kyoto University

• Maruyama Kazuhiro

  Department Of Chemistry Faculty Of Science Kyoto University

• Osuka Atsuhiro

  Department Of Chemistry Faculty Of Science Kyoto University

• Naruta Yoshinori

  Department Of Chemistry Faculty Of Science Kyoto University

関連論文

• Feasibility of Navigator Setting on the Left Diaphragm for Whole-heart Coronary MRA : A Study in Healthy Volunteers
• An Efficient Synthesis of Linear Porphyrin Arrays
• An Efficient One-Pot Synthetic Procedure of Multiple Porphyrin-Cyclization
• Frequency of Common Bile Duct Motion Artifacts Caused by Inferior Vena Cava Pulsation on Magnetic Resonance Cholangiopancreatography
• Fucoxanthin-Pyropheophorbide and Zeaxanthin-Pyropheophorbide Dyads as New Models for Study on Carotenoid-Chlorophyll Excited State Interactions
• Intracomplex Electron Transfer in a Hydrogen-Bonded Porphyrin-Diimide System
• Charge Separation in Zinc Diporphyrin-Zinc Porphyrin-Pyromellitimide-Quinone Tetrads
• Sequential Electron Transfer Leading to Long-Lived Charge Separated State in a Porphyrin-Oxochlorin-Pyromellitdimide Triad
• Photosensitizing Properties of Diazaporphyrin Derivatives for Singlet Oxygen Generation
• Long-lived Charge Separated States from Zinc Porphyrin-Free Base Porphyrin-Diimide-Quinone Tetrads
• Synthesis and Characterization of Facially Encumbered and Soluble Porphyrin Tapes
• Electrocatalytic Four-Electron Reduction of Dioxygen by 1,2-Phenylene-Bridged Dicobalt Diporphyrins
• Various strategies for highly-efficient two-photon absorption in porphyrin arrays
• 1,3-Dioxane-Bridged Pyromellitimide-Pyropheophorbide and Pyropheophorbide Dimer
• Observation of Coherent Recurrence Motion of Excitons in Anthracene Dimers
• Synthesis of Natural Carotenoid-Modified Pyropheophorbide Dyads for Investigation of Carotenoid-ChlorophyII Excited State Interactions
• Synthesis of 1,3-Dioxane-Bridged Pyropheophorbide-Diimide and Pyropheophorbide Diimer and Their Intramolecular Electron and Energy Transfer
• Synthesis of 1,2-Phenylene-Bridged Diporphyrin Linked with Porphyrin Monomer and Its Intramolecular Singlet-Singlet Excitation Energy Transfer
• Mobius Aromatic Palladium(II) Complexes of a β-Tetraphenyl meso-Hexakis(pentafluorophenyl) Substituted Hexaphyrin(1.1.1.1.1.1)
• Synthesis and Electrochemical Properties of Dinuclear Manganese(II) Complexes with Octadentate Schiff-base Macrocycles. Fine Tuning of the Redox Behavior
• Photochemistry of covalently-linked multi-porphyrinic systems
• Fluorescence from the Highly Excited States and Vibrational Energy Relaxation in Directly Linked Porphyrin Arrays
• A Convenient Synthesis of Polyyne-bridged Porphyrin Dimers
• Doubly N-Confused Porphyrins as Efficient Sensitizers for Singlet Oxygen Generation
• Meso-meso Linked Diporphyrins from 5, 10, 15-Trisubstituted Porphyrins
• 1,4-Phenylene-bridged Subporphyrin-Porphyrin Dyad, Triad, and Tetrad
• A Mobius Aromatic Pd(II) Complex of 1281Hexaphyrin(2.1.1.0.1.1)
• Catalytic Activity of m-Phenylene- and 2,6-pyridinediyl-linked Manganese Porphyrin Dimers. Role of Nitrogen Bases on the Development of Catalase Activity
• Pc6 CHARACTERESTIC MOLECULAR RECOGNITION OF MODIFIED MONENSINS
• Synthesis of Quinone-Bearing Peptides. Photoinduced Electron-Transfer of Peptide-Bridged Porphyrin-Quinone Molecules
• PB128 FACILE SYNTHESIS OF 11-DEOXYANTHRACYCLINONES VIA TANDEM MICHAEL/DIELS-ALDER REACTION
• Ferrocene-appended Subporphyrins
• Subporphyrins : A Legitimate Ring-Contracted Porphyrin with Versatile Electronic and Optical Properties
• A Hexameric Porphyrin Triangle Constructed by Suzuki-Miyaura Cross-coupling Reaction
• Directly Linked Corrole Oligomers via Facile Oxidative 3-3' Coupling Reaction
• A facile displacement of tertiary nitro group by hydrogen with sodium hydrogentelluride.
• Catalytic debromination of vicinal dibromides via phase transfer of diaryltellurium compounds.
• Photochemically induced single electron transfer reactions of benzils with allylstannane. Direct observation of reactive intermediates by ESR method.
• Photoinduced substitution reaction initiated by electron-transfer. Photochemical reaction of 2,3-dichloro-1,4-naphthoquinone with thiophenes.
• A convenient synthesis of trifluoromethylated pyrroles and porphyrins.
• Reactions of 2,4-Azetidinedione with nucleophilic reagents.
• Synthesis and characterization of polyyne porphyrins.
• Studies of Phenylxanthyl and Its Analogues by Electron Spin Resonance
• Allylation of quinones via photoinduced electron-transfer reactions from allylstannanes.
• Preparation of pyrroles having long alkyl chains from nitroalkenes.
• Improvement in flash chromatography.
• Salen-capped porphyrins as an active site model of metalloenzymes: Synthesis and their intramolecular interactions between the metal complexes.
• The addition of alcohol to 1,2-naphthoquinone promoted by metal ions. A facile synthesis of 4-alkoxy-1,2-naphthoquinones.
• Photochemical reaction of 9,10-phenanthrenequinone with hydrogen donors. Behavior of radicals in solution as studied by CIDNP.
• Synthesis of methyl substituted chromanol. An analogue of vitamin K.
• Photo-addition Reaction of 1,4-Naphthoquinone with Olefins. Formation of 2:1 Addition Compounds
• The photochemical behavior of 3,3-dimethyl-1,2-indanedione toward aromatic aldehydes.
• The chemical conversion of the photo-dimer of 2-acetyl-5-methyl-1,4-benzoquinone. The determination of the regiochemistry of the dimer.
• Intramolecular cycloaddition of two acyl-1,4-benzoquinone moieties on photolysis.
• Photochemical electron-transfer reactions of biphenyl-2,2'-dicarboximide and naphthalene-1,8-dicarboximide with olefin. Dependence of the reaction course on the structure of the aromatic imide.
• The anion radicals of pheophytin a and its derivatives studied by means of CIDNP technique.
• Products from the nitration of 2,5-dimethylthiophene and its 3,4-dibromo derivative. Two modes of the formation of dithienylmethanes.
• Monodebromination of gem-dibromocyclopropanes by sodium hydrogentelluride.
• Photochemical reaction of 3,3-dimethyl-1,2-indanedione with xanthene.
• Oxidizing action of hydroperoxides. Oxidation of alkyl aryl ketones by hydroperoxides.
• Studies on the Baudisch Reaction. IV. The Reaction Mechanism
• The formation of acetylcatechol in the photochemical reaction of o-benzoquinones with acetaldehyde.
• Synthesis and characterization of directly linked salen-porphyrin system with constrained geometries.
• Photochemical Reaction of 1,2-Naphthoquinone and Its Derivatives with Xanthene
• Effect of Pressure on the Rate of Solvolysis. Formolysis of 1-(p-Substituted benzyl)ethyl Tosylates
• The Reactions of Aroyl Peroxides with Grignard Reagents. II. Relative Reactivities of Substituted Benzoyl Peroxides
• The Photochemical Reaction of α-Diketones
• Photochemical reaction of 1,4-naphthoquinone derivatives with pyrrole derivatives. Synthesis of 2-(2-pyrrolyl)-1,4-naphthoquinone derivatives.
• The photochemical dimerization of 2-acyl-1,4-quinones.
• A photochemically induced novel ring enlargement reaction. Reaction of cation radical derived from 7,8-bis(methoxycarbonyl)-9-(4-methoxyphenyl)-1-phenyl-3,4-benzo-9-azabicyclo(4.2.1)non-3-ene-2,5-dione.
• Valence isomerization between water-soluble norbornadiene and quadricyclane derivative.
• Photochemical reduction of 2,3-dihydro-2,3-methano-1,4-naphthoquinones with xanthene.
• A Base-induced Elimination Reaction of Phenylsulfonylacetates. II. Effects of the Base and the Solvent on the Stereochemistry of Elimination

もっと見る 閉じる

スポンサーリンク