A 2,6-dibutoxylnaphthalene-based tetralactam macrocycle was designed and synthesized.This macrocycle shows highly selective recognition to phenazine-a well-known secondary metabolite in bacteria and an emerging disinf...A 2,6-dibutoxylnaphthalene-based tetralactam macrocycle was designed and synthesized.This macrocycle shows highly selective recognition to phenazine-a well-known secondary metabolite in bacteria and an emerging disinfection byproduct in drinking water.In contrast,the macrocycle shows no binding to the structurally similar dibenzo-1,4-dioxin.It was revealed that hydrogen bonding,π-π and σ-π interactions are the major driving forces between phenazine and the new tetralactam macrocycle.A perfect complementarity in electrostatic potential surfaces may explain the high selectivity.In addition,the macrocycle shows fluorescent response to phenazine,demonstrating its potential in fluorescent detection of phenazine.展开更多
Molecular recognition of aromatic hydrocarbons by four endo-functionalized molecular tubes has been studied by 1H NMR spectroscopy, computational methods, and single crystal X-ray crystallography. The binding selectiv...Molecular recognition of aromatic hydrocarbons by four endo-functionalized molecular tubes has been studied by 1H NMR spectroscopy, computational methods, and single crystal X-ray crystallography. The binding selectivity is rationalized by invoking shape complementarity and dipole alignment. The non- covalent interactions are proved to predominantly be C/N-H...π interactions.展开更多
基金This research was financially supported by the National Natural Science Foundation of China (Nos. 21705075 and 21822104)the SZSTI (Nos. JCYJ20180504165810828 and KQJSCX 20170728162528382)+2 种基金the Shenzhen Nobel Prize Scientists Laboratory Project (No. C17213101)the Open Fund of State Key Laboratory of Chemo/Biosensing and Chemometrics of Hunan University (No. 2017019)the Academy of Finiand (A.V. grant no. 314343) and the University of Jyvaskyla. We thank SUSTech-MCPC for instrumental assistanee.
文摘A 2,6-dibutoxylnaphthalene-based tetralactam macrocycle was designed and synthesized.This macrocycle shows highly selective recognition to phenazine-a well-known secondary metabolite in bacteria and an emerging disinfection byproduct in drinking water.In contrast,the macrocycle shows no binding to the structurally similar dibenzo-1,4-dioxin.It was revealed that hydrogen bonding,π-π and σ-π interactions are the major driving forces between phenazine and the new tetralactam macrocycle.A perfect complementarity in electrostatic potential surfaces may explain the high selectivity.In addition,the macrocycle shows fluorescent response to phenazine,demonstrating its potential in fluorescent detection of phenazine.
基金financially supported by the National Natural Science Foundation of China(No. 21572097)Thousand Young Talents Program, South University of Science and Technology of China+2 种基金the Shenzhen special funds for the development of biomedicine, internet, new energy, and new material industries (Nos. JCYJ20160226192118056, JCYJ20170307105848463)the Startup Program of Yulin Normal University(No. G20160002)the Academy of Finland(Nos. 263256, 265328 and 292746)
文摘Molecular recognition of aromatic hydrocarbons by four endo-functionalized molecular tubes has been studied by 1H NMR spectroscopy, computational methods, and single crystal X-ray crystallography. The binding selectivity is rationalized by invoking shape complementarity and dipole alignment. The non- covalent interactions are proved to predominantly be C/N-H...π interactions.
