In this article, phenyl acetate was synthesized from phenol and acetic anhydride over titanium silicalite-1, in which the organic structure-directing agents were immobilized(TS-1-U). The reaction conditions were speci...In this article, phenyl acetate was synthesized from phenol and acetic anhydride over titanium silicalite-1, in which the organic structure-directing agents were immobilized(TS-1-U). The reaction conditions were specified at a phenol to acetic anhydride molar ratio of 1:1.2, a catalyst dosage of 6 m%, and a reaction temperature of 70 ℃. A total of 96.5% of phenol was converted to phenyl acetate without producing any byproducts after 2.5 h of reaction. Besides, although the catalyst deactivation is inevitable, TS-1-U could be recycled for at least four times.展开更多
Aromatic six-membered imides suffer the introduction of bulky substituents at the imide positions due to the formation of isoimides and low reactivity,preventing from the investigation of the intrinsic molecular prope...Aromatic six-membered imides suffer the introduction of bulky substituents at the imide positions due to the formation of isoimides and low reactivity,preventing from the investigation of the intrinsic molecular properties.Here,we found a highly efficient alcohol-promoted rearrangement from isonaphthalimide to naphthalimide under acid or basic nonaqueous conditions,which can be regarded as model compounds for aromatic six-membered imides.We proposed two-step nucleophilic substitutions in the isomerization mechanistic pathways that were verified by the separation of a key intermediate.Furthermore,in-situ ^(1)H NMR exhibited the first-order kinetics for the isoimide loss process.Finally,the alcohol-promoted isoimide-imide rearrangement was extended to a palladium-catalyzed one-pot domino carbonylation reaction toward sterically crowded aromatic six-membered imides.展开更多
基金financially supported by the SINOPEC(Contact No.S413025)
文摘In this article, phenyl acetate was synthesized from phenol and acetic anhydride over titanium silicalite-1, in which the organic structure-directing agents were immobilized(TS-1-U). The reaction conditions were specified at a phenol to acetic anhydride molar ratio of 1:1.2, a catalyst dosage of 6 m%, and a reaction temperature of 70 ℃. A total of 96.5% of phenol was converted to phenyl acetate without producing any byproducts after 2.5 h of reaction. Besides, although the catalyst deactivation is inevitable, TS-1-U could be recycled for at least four times.
基金supported by the Fundamental Research Funds for the Central Universities,China(No.buctrc202103)the National Natural Science Foundation of China(Nos.21975263,22171019)+3 种基金the Project of the SINOPEC(No.222131)the Open Project Programs of Wuhan National Laboratory for Optoelectronics,China(No.2021WNLOKF005)the Fund of the State Key Laboratory of Fine Chemicals(Dalian University of Technology),China(No.KF2201)the Fund of the State Key Laboratory of Optoelectronic Materials and Technologies(Sun Yat-sen University),China.
文摘Aromatic six-membered imides suffer the introduction of bulky substituents at the imide positions due to the formation of isoimides and low reactivity,preventing from the investigation of the intrinsic molecular properties.Here,we found a highly efficient alcohol-promoted rearrangement from isonaphthalimide to naphthalimide under acid or basic nonaqueous conditions,which can be regarded as model compounds for aromatic six-membered imides.We proposed two-step nucleophilic substitutions in the isomerization mechanistic pathways that were verified by the separation of a key intermediate.Furthermore,in-situ ^(1)H NMR exhibited the first-order kinetics for the isoimide loss process.Finally,the alcohol-promoted isoimide-imide rearrangement was extended to a palladium-catalyzed one-pot domino carbonylation reaction toward sterically crowded aromatic six-membered imides.