Recommanded Product: 1,3-Dimethoxybenzene. Ji, PF; Feng, XY; Oliveres, P; Li, Z; Murakami, A; Wang, C; Lin, WB in [Ji, Pengfei; Feng, Xuanyu; Oliveres, Pau; Li, Zhe; Murakami, Akiko; Lin, Wenbin] Univ Chicago, Dept Chem, 929 East 57th St, Chicago, IL 60637 USA; [Li, Zhe; Wang, Cheng] Xiamen Univ, State Key Lab Phys Chem Solid Surface, iCHEM, Coll Chem & Chem Engn, Xiamen 361005, Fujian, Peoples R China published Strongly Lewis Acidic Metal-Organic Frameworks for Continuous Flow Catalysis in 2019, Cited 77. The Name is 1,3-Dimethoxybenzene. Through research, I have a further understanding and discovery of 151-10-0.
The synthesis of highly acidic metal-organic frameworks (MOFs) has attracted significant research interest in recent years. We report here the design of a strongly Lewis acidic MOF, ZrOTf-BTC, through two-step transformation of MOF-808 (Zr-BTC) secondary building units (SBUs). Zr-BTC was first treated with 1 M hydrochloric acid solution to afford ZrOH-BTC by replacing each bridging formate group with a pair of hydroxide and water groups. The resultant ZrOH-BTC was further treated with trimethylsilyl triflate (Me3SiOTf) to afford ZrOTf-BTC by taking advantage of the oxophilicity of the Me3Si group. Electron paramagnetic resonance spectra of Zr-bound superoxide and fluorescence spectra of Zr-bound N-methylacridone provided a quantitative measurement of Lewis acidity of ZrOTf-BTC with an energy splitting (Delta E) of 0.99 eV between the pi(x)* and pi(y)* orbitals, which is competitive to the homogeneous benchmark Sc(OTf)(3). ZrOTf-BTC was shown to be a highly active solid Lewis acid catalyst for a broad range of important organic transformations under mild conditions, including Diels-Alder reaction, epoxide ring-opening reaction, Friedel-Crafts acylation, and alkene hydroalkoxylation reaction. The MOF catalyst outperformed Sc(OTf)(3) in terms of both catalytic activity and catalyst lifetime. Moreover, we developed a ZrOTf-BTC@SiO2 composite as an efficient solid Lewis acid catalyst for continuous flow catalysis. The Zr centers in ZrOTfBTC@SiO2 feature identical coordination environment to ZrOTf-BTC based on spectroscopic evidence. ZrOTf-BTC@SiO2 displayed exceptionally high turnover numbers (TONs) of 1700 for Diels-Alder reaction, 2700 for epoxide ring-opening reaction, and 326 for Friedel-Crafts acylation under flow conditions. We have thus created strongly Lewis acidic sites in MOFs via triflation and constructed the MOF@SiO2 composite for continuous flow catalysis of important organic transformations.
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