3973-19-1Relevant articles and documents
New synthesis of 1,2-diol monopropargyl ethers
Talybov
, (2017)
1,2-Diol monopropargyl ethers have been synthesized by reactions of chloromethyl propargyl ether with benzaldehyde, acetophenone, and cyclopentanone in the presence of zinc and mercury(II) chloride.
Well-defined epoxide-containing styrenic polymers and their functionalization with alcohols
McLeod, David C.,Tsarevsky, Nicolay V.
, p. 1132 - 1144 (2016/03/12)
Polymers containing electrophilic moieties, such as activated esters, epoxides, and alkyl halides, can be readily modified with a variety of nucleophiles to produce useful functional materials. The modification of epoxide-containing polymers with amines and other strong nucleophiles is well-documented, but there are no reports on the modification of such polymers with alcohols. Using phenyloxirane and glycidyl butyrate as low molecular weight model compounds, it was determined that the acid-catalyzed ring-opening of aryl-substituted epoxides by alcohols to form β-hydroxy ether products was significantly more efficient than that of alkyl-substituted epoxides. An aryl epoxide-type styrenic monomer, 4-vinylphenyloxirane (4VPO), was synthesized in high yield using an improved procedure and then polymerized in a controlled manner under reversible addition-fragmentation chain-transfer (RAFT) polymerization conditions. A successful chain extension with styrene proved the high degree of chain-end functionalization of the poly4VPO-based macro chain transfer agent. Poly4VPO was modified with a library of alcohols and phenols, some of which contained reactive functionalities, e.g., azide, alkyne, allyl, etc., using either CBr4 (in PhCN at 90°C for 2-3 days) or BF3 (in CH2Cl2 at ambient temperature over 30 min) as the catalyst. The resulting β-hydroxy ether-functionalized homopolymers were characterized using size exclusion chromatography, 1H NMR and IR spectroscopy, and thermal gravimetric analysis.
Regioselective mono and multiple alkylation of diols and polyols catalyzed by organotin and its applications on the synthesis of value-added carbohydrate intermediates
Xu, Hengfu,Ren, Bo,Zhao, Wei,Xin, Xiaoting,Lu, Yuchao,Pei, Yuxin,Dong, Hai,Pei, Zhichao
, p. 3490 - 3499 (2016/06/06)
A catalytic amount of dibutyltin dichloride was used to develop regioselective alkylation of diols and multiple alkylation of polyols. Alkyl groups, including allyl, alkynyl and long-chain alkyl groups, were successfully introduced to one or two hydroxyl
