33242-40-9Relevant academic research and scientific papers
Dehydration reactions in water. Bronsted acid-surfactant-combined catalyst for ester, ether, thioether, and dithioacetal formation in water
Manabe, Kei,Iimura, Shinya,Sun, Xiang-Min,Kobayashi, Shu
, p. 11971 - 11978 (2002)
Dehydration reactions in water have been realized by a surfactant-type catalyst, dodecylbenzenesulfonic acid (DBSA). These reactions include dehydrative esterification, etherification, thioetherification, and dithioacetalization. In these reactions, DBSA and substrates form emulsion droplets whose interior is hydrophobic enough to exclude water molecules generated during the reactions. Detailed studies on the esterification revealed that the yields of esters were affected by temperature, amounts of DBSA used, and the substrates. Esters were obtained in high yields for highly hydrophobic substrates. On the basis of the difference in hydrophobicity of the substrates, unique selective esterification and etherification in water were attained. Furthermore, chemospecific, three-component reactions under DBSA-catalyzed conditions were also found to proceed smoothly. This work not only may lead to environmentally benign systems but also will provide a new aspect of organic chemistry in water.
Boron Trifluoride?Diethyl Ether-Catalyzed Etherification of Alcohols: A Metal-Free Pathway to Diphenylmethyl Ethers
Li, Jiaqiang,Zhang, Xiaohui,Shen, Hang,Liu, Qing,Pan, Jing,Hu, Wen,Xiong, Yan,Chen, Changguo
supporting information, p. 3115 - 3120 (2015/11/03)
A novel boron trifluoride?diethyl ether (BF3?OEt2)-catalyzed etherification procedure has been developed in which primary and secondary alcohols are easily converted into diphenylmethyl ethers with yields of up to 99%.
Catalytic Deprotection of Protected Alcohols in Water Using Low-Loading and Alkylated Polystyrene-Supported Sulfonic Acid
Iimura, Shinya,Manabe, Kei,Kobayashi, Shu
, p. 8723 - 8725 (2007/10/03)
Catalytic deprotection of various protected alcohols was efficiently conducted using a hydrophobic low-loading and alkylated polystyrene-supported sulfonic acid (LL-ALPS-SO3H) in water as the sole solvent. Transprotection of an alcohol from a silyl ether to the corresponding benzylic ether or ester also proceeded smoothly in water.
Dehydration reactions in water. Surfactant-type bronsted acid-catalyzed dehydrative etherification, thioetherification, and dithioacetalization in water
Kobayashi, Shu,Iimura, Shinya,Manabe, Kei
, p. 10 - 11 (2007/10/03)
Dehydration reactions such as etherification, thioetherification, and dithioacetalization are efficiently catalyzed by a surfactant-type Bronsted acid in water.
