Photoinduced alcoholysis of .ALPHA.,.ALPHA.,.ALPHA.-tribromoacetophenone to benzoylformate.
スポンサーリンク
概要
- 論文の詳細を見る
Irradiation of <I>p</I>-substituted α,α,α-tribromoacetophenones (<B>1</B>) in O<SUB>2</SUB>-saturated alcohols (MeOH, prim. and sec. alcohols) afforded a new alcoholysis product, benzoylformate (<B>2</B>), in good yield (75–85%) along with benzoate and radical (reduction) products. Sensitization experiments showed that <B>2</B> was derived from the triplet excited <B>1</B>. Formation of <B>2</B> as well as the decomposition rate of <B>1</B> were greatly accelerated by oxygen, presumably as a result of the involvement of the normally forbidden S<SUB>0</SUB>→T<SUB>1</SUB> transition of <B>1</B> due to the oxygen-<B>1</B> charge transfer complex. Independent synthesis and reaction of possible intermediates in the photoalcoholysis of <B>1</B> leading to <B>2</B> suggested that <B>2</B> was formed from spontaneous (dark) reactions of initial photoalcoholysis product, α,α-dibromo-α-alkoxyacetophenone.
- 公益社団法人 日本化学会の論文
著者
-
Izawa Yasuji
Department Of Applied Chemistry Aichi Institute Of Technology
-
Tomioka Hideo
Department Of Applied Chemistry Aichi Institute Of Technology
-
Ishiguro Katsuhiro
Department of Industrial Chemistry, Faculty of Engineering, Mie University
関連論文
- 電気光学効果電界計測法における光学素子軸角選定による信号増幅
- Propagation Properties of Laser-induced Streamer Corona in Atmospheric Air under Positive DC Voltages
- Photochemical Behavior of Indane-1, 2, 3-trione in Degassed Alcoholic Solutions : Formation of 3-Substituted Phthalides
- Asymmetric Transfer Hydrogenation Catalyzed by Diamine - Iridium(I)Complexes
- Photolysis of 1,2-Naphthoquinone in Oxygen-Doped Argon Matrix at Low Temperature
- Photolysis of Indan-1,2-dione Derivatives in Oxygen-Doped Argon Matrix at Low Temperature
- 1- and 3-Nitreno-2-naphthylcarbenes : A Combined Experimental and Computational Study
- A Raman Spectroscopic Study of Merocyanine Aggregates of a ^N-Isotopomer of 6-Nitro-1', 3', 3'-trimethylspiro[2H-1-benzopyran-2, 2'-indoline]. A Direct Evidence for the Association through the NO_2-Bridges
- A Tris(carbene) Constructed with Stable Triplet Carbene Units
- The Condensation of Acetonitrile with Formaldehyde
- Base-induced oxygenation and chemiluminescence of 10-methylacridinium and 1-methylquinolinium salts in dimethyl sulfoxide.
- Effect of aryl substituents on 2-aryl-1,4,5,6,7,7-hexachloronorbornadiene-quadricyclane reversible isomerization.
- Photooxygenation reaction and chemiluminescence of (arylmethylenehydrazono)triphenylphosphoranes. Possible generation of phospha-1,2-dioxetanes.
- A convenient one-pot synthesis of acenaphthenequinones from 1-acenaphthenones by NBS-DMSO oxidation.
- Mechanism of the photochemical and thermal Wolff rearrangement of 2-diazo-1,3-dicarbonyl compounds.
- Temperature and isotope effects in the reactions of phenylcarbene with acetone.
- Photosensitized desulfurization of heterocyclic thioketones and its accompanied chemiluminescence.
- Photoinduced alcoholysis of trihaloacetyl group.
- Hydrogenation of diphenylethyne catalyzed by PdCl2 in CH2Cl2 and polyethylene glycol.
- Carbene in rigid matrix. XI. Temperature and matrix effect on phenylcarbene processes in ether and amine.
- Photoinduced alcoholysis of .ALPHA.,.ALPHA.,.ALPHA.-tribromoacetophenone to benzoylformate.
- Photochemical reactions in polyethylene glycol. 2. Photo-induced nucleophilic substitution of dimethoxybenzenes in the presence of polyethylene glycol.
- Photochemical Type II Elimination of Diisobutyl Trichloromethylphosphonate
- A single-step synthesis of 2-substituted 2-thiazolines.
- Photolysis of Methyl Benzenesulfonate in Methanol
- The photochemical debromination of bromocyclopropane in the presence of amine.
- The low-temperature photolysis of diazo compounds. The utility of tertiary alcohol in matrix studies of carbene chemistry.
- Flash vacuum pyrolysis of 5-diazodibenzo(ad)cycloheptene. Some insights into aromatic carbene-arylcarbene rearrangement.
- Effects of aryl substituents on electron-transfer-mediated photochemical addition of alcohol to 1,1,2-triarylcyclopropanes.