1286741-52-3Relevant academic research and scientific papers
Metal-free and recyclable route to synthesize polysubstituted olefins via C-C bond construction from direct dehydrative coupling of alcohols or alkenes with alcohols catalyzed by sulfonic acid-functionalized ionic liquids
Han, Feng,Yang, Lei,Li, Zhen,Zhao, Yingwei,Xia, Chungu
, p. 2506 - 2516 (2014/09/17)
A direct synthesis of polysubstituted olefins via construction of C-C bonds, which involves the direct dehydrative coupling of alcohols or alkenes with alcohols, was realized using a series of alkanesulfonic acid group-functionalized ionic liquids (SO3H-functionlization ILs) without additives. The metal-free and recyclable catalyst system avoided the disposal and neutralization of acidic catalysts after reaction and tolerated a broad range of substrates, including benzylic, allyl, propargylic, aliphatic and aromatic or aliphatic olefins. Additionally, the catalytic system was suitable for a gram-scale preparation. Preliminary mechanistic studies indicated that the C-H bond cleavage in this reaction might be involved in the rate-determining step.
Iron-catalyzed stereospecific olefin synthesis by direct coupling of alcohols and alkenes with alcohols
Liu, Zhong-Quan,Zhang, Yuexia,Zhao, Lixing,Li, Zejiang,Wang, Jiantao,Li, Huajie,Wu, Long-Min
supporting information; experimental part, p. 2208 - 2211 (2011/06/20)
Chemical equations presented. An efficient Fe(III)-catalyzed direct coupling of alkenes with alcohols and cross-coupling of alcohols with alcohols to give the corresponding substituted (E)-alkenes stereospecifically is demonstrated. Additionally, this reaction could be scaled up. The kinetic isotope effect (KIE) experiments indicated a typical secondary isotope effect in this process. Although benzylic alcohols were effective substrates, mild conditions, atom efficiency, environmental soundness, and stereospecificity are features that make this procedure very attractive.
