Enantioselective recognition in water remains an ongoing challenge in supramolecular chemistry but is routine in nature.Herein,we report the first enantiopure pair of biomimetic macrocyclic receptors with hydrogen bon...Enantioselective recognition in water remains an ongoing challenge in supramolecular chemistry but is routine in nature.Herein,we report the first enantiopure pair of biomimetic macrocyclic receptors with hydrogen bonding donors in their deep hydrophobic cavities.The chiral naphthotubes can be efficiently synthesized through a chirality-directed macrocyclization strategy and are able to discriminate the enantiomers of neutral chiral molecules in water.Density functional theory calculations reveal that the“three-point contact”model effectively explains their enantioselectivity.The differential noncovalent interactions inside the hydrophobic cavity are responsible for the enantioselective recognition.Moreover,these chiral naphthotubes are both fluorescent and circular dichroism(CD)-active.In CD spectroscopy,they have been demonstrated to have the ability to detect nonchromophoric,achiral molecules in water.And,the use of fluorescence spectroscopy has aided in the determination of the enantiomeric excess(ee)values of chiral molecules.The results and conclusions obtained with these chiral biomimetic receptors can be used to better understand enantioselective recognition in biological systems.展开更多
A green,efficient and convenient N-heterocyclic carbene-catalyzed procedure for the synthesis of novel 2,3-dihydroquinazolin-4(1H)-one derivates via condensation of o-aminonitriles and various carbonyl compounds was d...A green,efficient and convenient N-heterocyclic carbene-catalyzed procedure for the synthesis of novel 2,3-dihydroquinazolin-4(1H)-one derivates via condensation of o-aminonitriles and various carbonyl compounds was described.展开更多
基金supported by the National Natural Science Foundation of China(Nos.21772083 and 21822104)the Shenzhen Science and Technology Innovation Committee(KQJSCX2017072816252838 and JCYJ20180504165810828)+1 种基金Guangdong Provincial Key Laboratory of Catalysis(No.2020B121201002)the Shenzhen Nobel Prize Scientists Laboratory Project(C17213101)。
文摘Enantioselective recognition in water remains an ongoing challenge in supramolecular chemistry but is routine in nature.Herein,we report the first enantiopure pair of biomimetic macrocyclic receptors with hydrogen bonding donors in their deep hydrophobic cavities.The chiral naphthotubes can be efficiently synthesized through a chirality-directed macrocyclization strategy and are able to discriminate the enantiomers of neutral chiral molecules in water.Density functional theory calculations reveal that the“three-point contact”model effectively explains their enantioselectivity.The differential noncovalent interactions inside the hydrophobic cavity are responsible for the enantioselective recognition.Moreover,these chiral naphthotubes are both fluorescent and circular dichroism(CD)-active.In CD spectroscopy,they have been demonstrated to have the ability to detect nonchromophoric,achiral molecules in water.And,the use of fluorescence spectroscopy has aided in the determination of the enantiomeric excess(ee)values of chiral molecules.The results and conclusions obtained with these chiral biomimetic receptors can be used to better understand enantioselective recognition in biological systems.
基金Financial support from the International S&T Cooperation Program of China(No.2012DFR40240)is gratefully acknowledged.
文摘A green,efficient and convenient N-heterocyclic carbene-catalyzed procedure for the synthesis of novel 2,3-dihydroquinazolin-4(1H)-one derivates via condensation of o-aminonitriles and various carbonyl compounds was described.
