107996-83-8Relevant articles and documents
Synthesis of 4'-Vinylbenzo-3n-crown-n Ethers (4<=n<=10)
Talma, Auke G.,Vossen, Huib van,Sudhoelter, Ernst J. R.,Eerden, Johan van,Reinhoudt, David N.
, p. 680 - 683 (1986)
4'-Vinylbenzo-3n-crown-n ethers (4=n=10) are prepared by a "Cs-templated" cyclization reaction of catechol with dimesylates of oligoethylene glycols, acetylation of the resultant benzo-3n-crown-n ethers (4=n=10), reduction of the acyl group, and dehydration of the resultant alcohols with pyridinium tosylate.
SYNTHESIS OF MONO- AND DIACYLBENZO-12-CROWN-4 ETHERS.
Zhukova,V'yunov,Davydenkov
, p. 1514 - 1515 (2007/10/02)
The purpose of this work was to obtain mono- and diacylbenzo-12-crown-4 ethers with lipophilic properties and having the closest topological correspondence to ions of small radii. The reaction mixture containing mono- and diacetylbenzo-12-crown-4 ethers is difficult to separate, but it can be easily simplified by increase of the concentration of carboxylic acid in the reaction mass, thus shifting the reaction toward formation of the diacetyl derivative and making it possible to isolate individual products (IIIa, b). The monoacyl derivatives (IIa-d) can be obtained at low degrees of conversion of the original crown ether and low acid concentrations. It is shown that depending on the ratio of cyclic polyether to carboxylic acid, acylation may give either mono- or diacylbenzo-12-crown-4 ethers; the optimal cyclic polyether:carboxylic acid ratio is 1:2 for the former, and 1:4 for diacyl derivatives.