Theory provoked experiments in organic chemistry. Part 4. Selectivities of aromatic methyl metalation. Unexpectedly strong interactions of carbanions with aromatic rings.

スポンサーリンク

概要

• 論文の詳細を見る

• The site selectivities of the metalation reactions of dimethylnaphthalenes and dimethylanthracenes followed by MeOD quenching were investigated experimentally and theoretically. The 2(3)-methyl groups were found to be more effectively metalated than expected from the LUMO amplitudes of the aromatic rings. The MNDO calculations suggested that the naphthylmethyl and anthrylmethyl anions are not the aromatic rings perturbed by the carbanions, but the significantly different conjugated rings doubly bonded to the exocyclic carbon atoms. The unexpectedly strong interactions of the carbanion centers with the aromatic rings can account for the discrepancies between the selectivities and the LUMO amplitudes.

• 公益社団法人 日本化学会の論文

著者

• Imai Takeo

  Department Of Chemistry College Of Science Rikkyo (st. Paul's) University

• Inagaki Satoshi

  Department Of Chemistry Faculty Of Engineering Gifu University

• Mori Yoshio

  Department Of Biology Faculty Of Science Kyushu University

• Imai Takeo

  Department of Chemistry, Faculty of Engineering, Gifu University

関連論文

• A New Murine Model for Atherosclerosis with Inflammation in the Periodontal Tissue Induced by Immunization with Heat Shock Protein 60
• Nitrated and Oxidized Products of a Single Tryptophan Residue in Human Cu,Zn-Superoxide Dismutase Treated with Either Peroxynitrite-Carbon Dioxide or Myeloperoxidase-Hydrogen Peroxide-Nitrite
• Textural and Catalytic Properties of MCM-22 Zeolite Crystallized by the Vapor-Phase Transport Method
• Thermococcus profundus 2-Ketoisovalerate Ferredoxin Oxidoreductase, a Key Enzyme in the Archaeal Energy-Producing Amino Acid Metabolic Pathway
• Characterization and Cloning of an Extremely Thermostable, Pyrococcus furiosus-Type 4Fe Ferredoxin from Thermococcus profundus
• Molecular Epidemiology of Rabies in Thailand
• Nucleolar Protein B23 Interacts with Japanese Encephalitis Virus Core Protein and Participates in Viral Replication
• Suppressive Effects of Minocycline on the Pituitary-Thyroid Axis in Humans
• Highly Syn π-Facial Preference in the Diels - Alder Reactions of 1,2,3,4,5-Pentamethylcyclopentadienes Having Carboxy, Ethoxycarbonyl, and Cyano Substituents at 5-Positions
• Inverted Bond and Its Effect on the Strains of [1. 1. 1]Propellane Frameworks
• Reactivity Enhanced Selectivity. Dienophile Dependent π-Facial Selectivity in the Diels-Alder Reactions of 5-Substituted 1,3-Cyclopentadienes
• Structures and Reactions of Alkoxymethyl(alkali metals). Ethylation by Methyl Ethers in the Presence of Organometallic Bases
• Geminal Bond Participation in the Cope Rearrangements of Z - and E - Susbsituted 1, 5 - Hexadienes and in the Reverse Reactions
• Studies on the Mass Mortality of Oysters in Matsushima Bay VII. Pathogenetic Investigation
• HISTOCHEMICAL STUDY ON THE CHANGE OF 17β-HYDROXYSTEROID DEHYDROGENASE ACTIVITY IN THE OYSTER DURING THE STAGES OF SEXUAL MATURATION AND SPAWNING
• PRESENCE OF 17β-HYDROXYSTEROID DEHYDROGENASE ACTIVITY IN THE TISSUES OF MATURING OYSTERS
• PRESENCE OF Δ^5-3β-HYDROXYSTEROID DEHYDROGENASE ACTIVITY IN THE TISSUES OF MATURING OYSTERS
• 西太平洋地区4カ国(日本,中国,韓国,ベトナム)の薬局方収載生薬の各種試験法並びに規格値の比較に関する研究
• Effect of Hexacyanoferrate(III) on Mycobacterium smegmatis 7Fe Ferredoxin: Further Evidence for Formation of a 6Fe(2×[3Fe-4S]) Ferredoxin
• Microscopic Studies on the Gonad of the Ascidian, Cynthia roretzi var. Drasche
• Microscopic Studies on the Digestive Gland of the Scallop, Patinopecten yessoensis (Jay).
• Orbital Phase Control of Trigonal Pyramidal Structures of Tricoordinated Metal Complexes
• Orbital Phase Control of the Stabilities of π-Conjugated Diradicals
• Green High Energy Density Materials, N_2H_2O
• Geminal Bond Participation in the Electrocyclic Reactions: Torquoselectivities of Silyl and Trimethylsilyl Derivatives of Cyclobutene, Iminocyclobutene, and Cyclobutenone
• Relative Stabilites of the Crossed vs. Linear σ-Conjugated Group 14 Triplet Diradicals E_4H_8 and E_5h_10 (E=C, SI, Ge, Sn): Orbital Phase Predictions
• Localization of Electrons : Blue-shifting Hydrogen Bonds
• Indication of Successful Crystallization of Dry Gel into ^*BEA-type Zeolite
• Effects of the π and π^* Orbitals of the 5-Unsaturated Substituents on the π-Facial Selectivities in the Diels-Alder Reactions of Cyclopentadienes
• Participation of Geminal Bonds in Organic Reactions
• orbital Phase Continuity Requirements in Triplet States
• An Instant Measurement of Oxidoreductase Activity above 100℃ by Monitoring the Absorbance Change (METHODS)
• BREEDING OF MARINE TIMBER-BORER, TEREDO NAVALIS L., IN TANKS AND ITS USE FOR ANTI-BORING TEST.
• ARTIFICIAL BREEDING OF OYSTERS IN TANKS.
• Case of Atypical Fibroxanthoma in the Palpebral Conjunctiva
• BREEDING OF THE OLYMPIA OYSTER IN TANKS AND CULTURE EXPERIMENTS IN JAPANESE WATERS
• ECOLOGY OF OYSTER BED I. ON THE DECLINE OF PRODUCTIVITY DUE TO REPEATED CULTURES
• STUDY OF BREEDING OF JAPANESE OYSTER, CRASSOSTREA GIGAS
• The Effect of Light Intensity and Temperature on the Growth of Several Marine Algae useful for rearing Molluscan Larvae
• STUDIES ON THE CULTURE OF WATER FLEAS, MOINA MACROCOPA STRAUS, IN ARTIFICIAL CULTURE MEDIUM
• TRANSPLANTATION OF EUROPEAN FLAT OYSTER, O. EDULIS, INTO JAPANESE WATER AND ITS BREEDING IN TANKS.
• The effects of actinomycin D on the greening of etiolated bean leaves
• Valence Electron Rules for Three- and Four-membered Atomic Rings : High-row Representative Elements
• Geminal Bond Participation in the Sigmatropic[1,5]-Hydrogen Shift : Relative Reactivities of Z-and E-1-Substituted 1,3-Pentadines
• Establishment of an indicator cell system for hepatitis C virus
• Indolepyruvate ferredoxin oxidoreductase : An oxygen-sensitive iron-sulfur enzyme from the hyperthermophilic archaeon Thermococcus profundus(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
• Indolepyruvate ferredoxin oxidoreductase : An oxygen-sensitive iron-sulfur enzyme from the hyperthermophilic archaeon Thermococcus profundus
• Theory provoked experiments in organic chemistry. Part 4. Selectivities of aromatic methyl metalation. Unexpectedly strong interactions of carbanions with aromatic rings.
• Conformational adaptation: A new aspect of substitutent effects.
• Dual channels for nucleophilic displacements on benzoyl chlorides: Tetrahedral and trigonal-bipyramidal transition states.
• Preference of (6e/4p), (6e/5p), and (6e/6p) conjugations in determining relative stabilities of fused five-membered heteroaromatic isomers.
• Resonance Raman active vibrations of rubredoxin. Normal coordinate analysis of a 423-atom model.
• The mechanism of NAD(P)H reduction reactions.
• Orbital phase design of acyclic electron localizing and delocalizing .PI.-conjugated polyions and related systems.
• A Common Feature in the 2+2 Cycloadditions of Benzyne and 1Δg Molecular Oxygen to Ethylene Derivatives

もっと見る 閉じる

スポンサーリンク