80634-49-7Relevant articles and documents
Regioselectivity of the ring opening in the reaction of phenyloxirane, (phenylmethyl)oxirane and (2-phenylethyl)oxirane with K-, K+(15-crown-5)2
Grobelny, Zbigniew,Stolarzewicz, Andrzej,Morejko-Buz, Barbara,Maercker, Adalbert,Krompiec, Stanis?aw,Bieg, Tadeusz
, p. 43 - 51 (2007/10/03)
The electron from potassium anion of K-, K+ (15-crown-5)2 (1) is initially transferred to the aromatic ring of phenyloxirane and (phenylmethyl)oxirane. The oxirane ring is then opened exclusively in the α-position. Two dimeric products, i.e. dipotassium 2,3-diphenylbutane-1,4-dioxide and dipotassium 1,3-diphenylbutane-1,4-dioxide are formed in the case of phenyloxirane. A mixture of several potassium alkoxides involving 3-phenylpropoxide, 3-phenylallyloxide, tetraethylene glycoxide vinyl ether, and appropriate alcohols, i.e. 3-phenyl-1-propanol, 3-phenylallyl alcohol, and tetraethylene glycol vinyl ether, is obtained in the reaction of 1 with (phenylmethyl)oxirane. However, introduction of the second CH2 group into the substituent results in the β-opening of the oxirane ring in (2-phenylethyl)oxirane. Potassium 4-phenylbutane-2-oxide, and potassium tetraethylene glycoxide vinyl ether are the main reaction products in this case. Organometallic intermediates take part in all these processes.
The effect of electrolysis conditions on the oxidation of styrene in methanol
Ogibin, Yu. N.,Ilovaiskii, A. I.,Nikishin, G. I.
, p. 1536 - 1540 (2007/10/02)
Anodic oxidation of styrene (1) in methanol and the effect of the anion of the supporting electrolyte and of the anode material on this process have been studied.The most efficient conversion of 1 into (1,2-dimethoxyethyl)benzene (2) occurs when the electrolysis is carried out with a platinum anode and with potassium fluoride or tetrabutylammonium tetrafluoroborate as the supporting electrolyte.Cleavage of the C-C ? bond in 2 to give benzaldehyde dimethylacetal (3) is the most efficient at a graphite anode in the presence of sodium tosylate. - Key words: styrene, anodic oxidation, electrochemical cleavage of carbon-carbon ? and ? bonds; (1,2-dimethoxyethyl)benzene; benzaldehyde dimethylacetal; (1,1,2-trimethoxyethyl)- and (1,2,2-trimethoxyethyl)benzenes.
Photochemical Electron-transfer Reaction between Aromatic Olefins and Metal Ions. Dependence of the Reaction Course on the Structure of the Olefins
Kojima, Masanobu,Sakuragi, Hirochika,Tokumaru, Katsumi
, p. 521 - 524 (2007/10/02)
To investigate the photochemical electron transfer from aromatic olefins to copper(II) or iron(III) ions, a series of substituted styrenes (1) was irradiated in the presence of copper(II) or iron(II) salts in methanol, which gave dimethoxylated monomers (2) and one or more of three types of dimethoxylated dimers .The formation of these products are reasonably attributed to the participation of hte cation radicals of the olefins generated by electron transfer from excited olefins to the methal ions.Substituents on the substrates are found to govern the reaction products.
ELECTROCHEMICAL OXIDATION OF AROMATIC OLEFINS. DEPENDENCE OF THE REACTION COURSE ON THE STRUCTURE OF THE OLEFINS AND ON THE NATURE OF THE ANODES
Kojima, Masanobu,Sakuragi, Hirochika,Tokumaru, Katsumi
, p. 1707 - 1710 (2007/10/02)
Anodic oxidation of a series of substituted styrenes was investigated in methanol with a platinum and a graphite electrode.Use of the platinum anode gave mainly dimethoxylated monomers accompanied wiht one or more of three types of dimethoxylated dimers (αα-, αβ-, and ββ-dimers) depending on the substituents.Use of the graphite anode, however, afforded the ββ-dimers as the main product together with dimethoxylated monomers.
