40589-14-8Relevant articles and documents
Hydrofunctionalization of olefins to value-added chemicals: Via photocatalytic coupling
Fan, Yonghui,Li, Shenggang,Bao, Jingxian,Shi, Lei,Yang, Yanzhang,Yu, Fei,Gao, Peng,Wang, Hui,Zhong, Liangshu,Sun, Yuhan
supporting information, p. 3450 - 3456 (2018/08/06)
A green strategy was developed for the synthesis of various value-added chemicals using methanol, acetonitrile, acetic acid, acetone and ethyl acetate as the hydrogen source by coupling them with olefins over heterogeneous photocatalysts. A radical coupling mechanism was proposed for the hydrofunctionalization of olefins with methanol to higher aliphatic alcohols over the Pt/TiO2 catalyst as the model reaction. C-H bond cleavage and C-C bond formation between photogenerated radicals and terminal olefins were accomplished in a single reaction at high efficiency. Our approach is atomically economical with high anti-Markovnikov regioselectivity and promising application potential under mild reaction conditions.
Do enzymes recognise remotely located stereocentres? Highly enantioselective Candida rugosa lipase-catalysed esterification of the 2- to 8-methyldecanoic acids
Hedenstroem, Erik,Nguyen, Ba-Vu,Silks III, Louis A.
, p. 835 - 844 (2007/10/03)
Several racemic methyl decanoic acids have been synthesised and successfully resolved in esterification with 1-hexadecanol at aw=0.8 in cyclohexane using immobilised Candida rugosa lipase (CRL) as the catalyst. The enantiomeric ratios (E=2.8-68) obtained were surprisingly high even when the methyl group was as remotely located as in 8-methyldecanoic acid (E=25). Interestingly, the lipase shows enantiopreference for the S-enantiomer when the methyl group is located on even numbered carbons i.e. for the 2-,4-,6- and 8-methyldecanoic acids and to the R-enantiomer when the methyl group is located on uneven numbered carbons i.e. for the 3-,5- and 7-methyldecanoic acids.
Application de la reaction de Guerbet a la methylation de n-alcanols primaires
Sabadie, Jean,Descotes, Gerard
, p. 253 - 256 (2007/10/02)
The Guerbet reaction is applied to the methylation of different primary n-alkanols.For 1-n-undecanol 1, selectivities of 70 to 80 percent in 2-methylation are obtained using an excess of methanol, sodium or sodium methoxide as bases and nickel or palladium as catalysts.These transformations which were extended to other primary n-alkanols are obtained at lower temperatures (160-200 deg C) than in the described hitherto conditions.Industrial applications of this Guerbet reaction could be of great interest in these simpler experimental conditions.