39144-44-0Relevant academic research and scientific papers
Cellulose sulfate: An efficient heterogeneous catalyst for the ring-opening of epoxides with alcohols and anilines
Chaudhary, Pooja,Deepa,Meena, Dhan Raj,Aalam, Mohd Jubair,Yadav, Geeta Devi,Singh, Surendra
supporting information, p. 1834 - 1846 (2021/05/10)
Cellulose sulfate was synthesized by esterification of α-cellulose with concentrated sulfuric acid at ?10°C in ethanol. Cellulose is mainly sulfated on 3-, 6- and 3, 6-positions of the cellulose. It acts as a heterogeneous catalyst for the ring-opening of epoxides with alcohols or anilines and the Friedel-Crafts reaction between N-benzylindole and crotonaldehyde at room temperature. Methanolysis of cyclic epoxides, styrene oxide, terminal aliphatic epoxides, and glycidyl ethers were carried out using the catalyst (0.4–6.8 mg/mmol of epoxide) and afforded the corresponding products in 53–97% isolated yields after 10 min–24 h. Cellulose sulfate was successfully recycled and reused up to 3 catalytic cycles for the ring-opening of styrene oxide with methanol.
A urea-containing metal-organic framework as a multifunctional heterogeneous hydrogen bond-donating catalyst
Zhu, Chengfeng,Tang, Haitong,Yang, Keke,Wu, Xiang,Luo, Yunfei,Wang, Jin,Li, Yougui
, (2019/11/16)
A urea-containing metal-organic framework (MOF) was synthesized from a V-shaped dicarboxylate ligand and Cu(II) ions. As the undesirable self-aggregation of the urea moiety has been prohibited in the framework, this MOF can act as a heterogeneous hydrogen
Ring opening of epoxides with alcohols using Fe(Cp)2BF 4 as catalyst
Yadav, Geeta Devi,Singh, Surendra
supporting information, p. 3979 - 3983 (2014/07/08)
Fe(Cp)2BF4 is an efficient catalyst for the alcoholysis of aromatic, aliphatic, and cyclic epoxides giving excellent yields of the corresponding β-alkoxy alcohols under ambient conditions. The methanolysis of styrene oxide using Fe(Cp)2BF4 as a catalyst (5 mol %) gave excellent yield of 2-methoxy-2-phenylethanol with complete regio-selectivity. The ring opening of cyclic epoxides gave 77-97% yields of trans-β-methoxy alcohols, in 0.5-6 h. The use of 1,2-epoxyhexane and 1,2-epoxydodecane as substrates gave both regioisomers in excellent yields. The first order rate of reaction with respect to catalyst was observed for the kinetics of ring opening of 1,2-epoxyhexane with methanol.
Allyltin tribromide: A versatile reagent involved in the ring-opening of epoxides
Chen, Guohong,Wang, Xin,Jin, Xiaoqian,Liu, Lingyan,Chang, Weixing,Li, Jing
experimental part, p. 1294 - 1301 (2010/11/05)
This paper presents a versatile reagent for epoxide cleavage. The allyltin tribromide could act as a novel and easily prepared allylation reagent and halide atom donor to convert epoxides to the corresponding homoallyl alcohols and halohydrins in high yields with excellent regioselectivities under mild reaction conditions, respectively. It could also act as a Lewis acid to catalyze the ring opening reactions of epoxides with alcohols.
Photochemical Reactions of Arylglycidyl Ethers
Timpe, H.-J.,Garcia, C.,Fedtke, M.
, p. 616 - 626 (2007/10/02)
The absorption, fluorescence and phosphorescence spectra, respectively, of arylglycidyl ether 1 correspond to those of other alkyl aryl ethers.Also the photolysis product distribution (λ = 254 nm) is in agreement with a normal ether photolysis.Furthermore, photoinduced epoxy ring opening takes place giving homopolyaddition oligomers and in methanolic solution also CH3OH addition products.These reactions can be explained using the model of bichromophoric molecules with the ArO-chromophore as a donor and the epoxy ring as acceptor.The calculations based on this model ar e in agreement with the experimental data.In the aromatic nucleus halogene substituted 1 were dehalogenated with high quantum yields (0.25 in the case of bromo substituted compound 1g).The quantum yields of the ArO-C-bond scission are about 0.08 independently of the aromatic ring substituents.As indicated by sensitization and quenching experiments, respectively, with aromatic hydrocarbons the photo reactions proceed via S1 state.It was found that phenol quenches the photodegradation of 1 very efficiently.Excited methyl phenyl glycerol ether 5a reacts with phenyl glycidylether 1a in its ground state producing oligomers.
