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.
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.