4013-38-1Relevant academic research and scientific papers
Substrate-Dependent Electrochemical Dimethoxylation of Olefins
Zhang, Sheng,Li, Lijun,Wu, Ping,Gong, Pengjuan,Liu, Rui,Xu, Kun
supporting information, p. 485 - 489 (2019/01/04)
A general and direct electrochemical dimethoxylation of olefins is reported, which enables a divergent route to different products depending on the structure of olefins. The present protocol features mild conditions and broad substrate scope (49 examples) obviating the usage of transtion-metals and external oxidants. More importantly, to rationalize the divergent route of the transformation, an ionic-like pathway involving carbocation intermediate is proposed and the diverse products is attributed to the different stability of carbocations. (Figure presented.).
ELECTROOXIDATIVE REARRANGEMENT OF CONJUGATED ARYLOLEFINS TO ARYLACETALDEHYDE DIMETHYL ACETALS
Shono, Tatsuya,Matsumura, Yoshihiro,Katoh, Susumu,Ikeda, Kaoru,Fujita, Tetsuhiro,Kamada, Tohru
, p. 5309 - 5312 (2007/10/02)
Electrochemical oxidation of conjugated arylolefins 1 in trimethyl orthoformate containing iodine gave arylacetaldehyde dimethyl acetals 2 in high yields.
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.
