65792-06-5Relevant articles and documents
Influence of Hydrogen Bond Donating Sites in UiO-66 Metal-Organic Framework for Highly Regioselective Methanolysis of Epoxides
Anbu, Nagaraj,Biswas, Shyam,Das, Aniruddha,Dhakshinamoorthy, Amarajothi,Sk, Mostakim
, (2020/02/18)
A Zr(IV)-based UiO-66 metal-organic framework (MOF) (named 1) was synthesized by employing 1-(aminomethyl)naphthalene-2-ol appended terephthalate linker and Zr(IV) salt via solvothermal method and subsequently characterized. Furthermore, the potential efficiency of activated (named 1′) form of as-synthesized MOF was investigated as an organocatalyst for the ring-opening of epoxide by methanol. The catalytic performance of 1 and 1′ was studied in the methanolysis of styrene oxide as a model substrate and the activity of 1′ was also examined with various alcohols. Under the optimized reaction conditions, the catalytic performance of 1′ reached 96 % conversion of styrene oxide to its corresponding product with 98 % regioselectivity. The reusability and stability of the catalyst were proved by recycling up to four runs in the methanolysis of styrene oxide. The Lewis acidity originating from metal nodes and hydrogen bond donating (HBD) sites in the linker is distributed homogeneously throughout the framework, thus playing crucial role in the activation of epoxide with easy accessibility.
Lead-Free Cs3Bi2Br9 Perovskite as Photocatalyst for Ring-Opening Reactions of Epoxides
Dai, Yitao,Tüysüz, Harun
, p. 2587 - 2592 (2019/06/08)
Herein, an innovative approach was developed by using stable, lead-free halide perovskite for solar-driven organic synthesis. The ring-opening reaction of epoxides was chosen as a model system for the synthesis of value-added β-alkoxy alcohols, which require energy-intensive process conditions and corrosive, strong acids for conventional synthesis. The developed concept included the in situ preparation of Cs3Bi2Br9 and its simultaneous application as photocatalyst for epoxide alcoholysis under visible-light irradiation in air at 293 K, with exceptional high activity and selectivity ≥86 % for β-alkoxy alcohols and thia-compounds. The Cs3Bi2Br9 photocatalyst exhibited good stability and recyclability. In contrast, the lead-based perovskite showed a conversion rate of only 1 %. The origin of the unexpected catalytic behavior was attributed to the combination of the photocatalytic process and the presence of suitable Lewis-acidic centers on the surface of the bismuth halide perovskite photocatalyst.
Acid-catalyzed epoxide alcoholysis in the presence of indenyl molybdenum carbonyl complexes
Bruno, Sofia M.,Gon?alves, Isabel S.,Pillinger, Martyn,Rom?o, Carlos C.,Valente, Anabela A.
, p. 12 - 17 (2017/12/15)
The indenyl molybdenum carbonyl complexes [IndMo(CO)2(L)n]BF4 (L = NCMe with n = 3 (1), 2,2′-bipyridine (2) or 1,4,7-trimethyltriazacyclononane (3) with n = 1) promote epoxide alcoholysis under moderate reaction conditions. Complexes 1 and 2 showed the best performance for the alcoholysis of styrene oxide with different alcohol nucleophiles (acting as both reactant and solvent), leading to the corresponding 2-alkoxy-2-phenylethanol with 100% yield at 10 min and 35 °C. These catalytic results are far superior to those found for previously studied molybdenum carbonyl complexes. An efficient procedure for catalyst recovery and reuse without decrease in reaction rate is described.
