Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride Recognition
A macrocyclic receptor based on azopyrrole and polyether was synthesized, and its structure was characterized by NMR (<sup>1</sup>H and <sup>13</sup>C), HRMS and X-ray crystallography. In the solid state, the macrocyclic molecules could bind methanol through a pair of N-H…O h...
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MDPI AG
2025-06-01
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| author | Ying An Ying Sun Zhenming Yin |
| author_facet | Ying An Ying Sun Zhenming Yin |
| author_sort | Ying An |
| collection | DOAJ |
| description | A macrocyclic receptor based on azopyrrole and polyether was synthesized, and its structure was characterized by NMR (<sup>1</sup>H and <sup>13</sup>C), HRMS and X-ray crystallography. In the solid state, the macrocyclic molecules could bind methanol through a pair of N-H…O hydrogen bonds and further self-assembled into tubular structures through C-H…N hydrogen bonds. This revealed that the crystal could still keep its porous properties after the included molecules were removed. The UV–Vis titration indicates that the macrocylic receptor can chromogenically and selectively sense fluoride ion in DMSO solution, and the sensing mechanism was rationalized by <sup>1</sup>H NMR. |
| format | Article |
| id | doaj-art-a0d2796d54124fa48fb92c923ace5a5d |
| institution | OA Journals |
| issn | 2673-401X |
| language | English |
| publishDate | 2025-06-01 |
| publisher | MDPI AG |
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| spelling | doaj-art-a0d2796d54124fa48fb92c923ace5a5d2025-08-20T02:21:49ZengMDPI AGOrganics2673-401X2025-06-01622510.3390/org6020025Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride RecognitionYing An0Ying Sun1Zhenming Yin2Tianjin Key Laboratory of Structure and Performance for Functional Molecule, College of Chemistry, Tianjin Normal University, Tianjin 300387, ChinaTianjin Key Laboratory of Structure and Performance for Functional Molecule, College of Chemistry, Tianjin Normal University, Tianjin 300387, ChinaTianjin Key Laboratory of Structure and Performance for Functional Molecule, College of Chemistry, Tianjin Normal University, Tianjin 300387, ChinaA macrocyclic receptor based on azopyrrole and polyether was synthesized, and its structure was characterized by NMR (<sup>1</sup>H and <sup>13</sup>C), HRMS and X-ray crystallography. In the solid state, the macrocyclic molecules could bind methanol through a pair of N-H…O hydrogen bonds and further self-assembled into tubular structures through C-H…N hydrogen bonds. This revealed that the crystal could still keep its porous properties after the included molecules were removed. The UV–Vis titration indicates that the macrocylic receptor can chromogenically and selectively sense fluoride ion in DMSO solution, and the sensing mechanism was rationalized by <sup>1</sup>H NMR.https://www.mdpi.com/2673-401X/6/2/25macrocyclicazopyrrolesynthesisstructurefluoride detection |
| spellingShingle | Ying An Ying Sun Zhenming Yin Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride Recognition Organics macrocyclic azopyrrole synthesis structure fluoride detection |
| title | Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride Recognition |
| title_full | Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride Recognition |
| title_fullStr | Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride Recognition |
| title_full_unstemmed | Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride Recognition |
| title_short | Macrocyclic Azopyrrole: Synthesis, Structure and Fluoride Recognition |
| title_sort | macrocyclic azopyrrole synthesis structure and fluoride recognition |
| topic | macrocyclic azopyrrole synthesis structure fluoride detection |
| url | https://www.mdpi.com/2673-401X/6/2/25 |
| work_keys_str_mv | AT yingan macrocyclicazopyrrolesynthesisstructureandfluoriderecognition AT yingsun macrocyclicazopyrrolesynthesisstructureandfluoriderecognition AT zhenmingyin macrocyclicazopyrrolesynthesisstructureandfluoriderecognition |