| Title | Synthesis, Configurational Analysis, Molecular Recognition and Chirality Sensing of Methylene-Bridged Naphthotubes |
| Author | |
| Corresponding Author | Quan, Mao; Jiang, Wei |
| Publication Years | 2022-09-01
|
| DOI | |
| Source Title | |
| ISSN | 1433-7851
|
| EISSN | 1521-3773
|
| Abstract | Macrocyclic hosts with a well-defined cavity are particularly appealing for supramolecular chemistry, but they are still rare. In this research, we reported a new class of macrocyclic hosts, namely methylene-bridged naphthotubes, with well-defined cavities. They were synthesized through TFA-catalyzed Friedel-Crafts reactions between alkoxy-substituted bisnaphthalenes and paraformaldehyde. A configurational selection was observed. Three-membered macrocycles possess a single cavity, while four-membered macrocycles adopt a double-cavity conformation or a self-filling conformation depending on the alkoxy length. The small homologue shows quite strong binding affinities (up to 10(8) M-1) to organic cations, which is better than structurally similar but flexible macrocycles. This demonstrates the advantage of a well-defined cavity in molecular recognition. Moreover, these naphthotubes can be used as chirality sensors for chiral organic cations through different chirality transfer mechanisms. |
| Keywords | |
| URL | [Source Record] |
| Indexed By | |
| Language | English
|
| Important Publications | NI Journal Papers
|
| SUSTech Authorship | First
; Corresponding
|
| Funding Project | National Natural Science Foundation of China["22125105","22101125"]
; Shenzhen Science and Technology Innovation Committee[JCYJ20180504165810828]
; Shenzhen "Pengcheng Scholar", Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]
; Guangdong HighLevel Personnel of Special Support Program[2019TX05C157]
|
| WOS Research Area | Chemistry
|
| WOS Subject | Chemistry, Multidisciplinary
|
| WOS Accession No | WOS:000853132800001
|
| Publisher | |
| EI Accession Number | 20223812749407
|
| EI Keywords | Acetal resins
; Binding energy
; Conformations
; Molecular recognition
; Positive ions
; Stereochemistry
|
| ESI Classification Code | Chemistry:801
; Physical Chemistry:801.4
; Organic Polymers:815.1.1
; Atomic and Molecular Physics:931.3
|
| ESI Research Field | CHEMISTRY
|
| Data Source | Web of Science
|
| Citation statistics |
Cited Times [WOS]:10
|
| Document Type | Journal Article |
| Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/402331 |
| Department | Shenzhen Grubbs Institute 理学院_化学系 |
| Affiliation | 1.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen Grubbs Inst, Xueyuan Blvd 1088, Shenzhen 518055, Peoples R China 2.Southern Univ Sci & Technol, Dept Chem, Xueyuan Blvd 1088, Shenzhen 518055, Peoples R China |
| First Author Affilication | Shenzhen Grubbs Institute; Department of Chemistry |
| Corresponding Author Affilication | Shenzhen Grubbs Institute; Department of Chemistry |
| First Author's First Affilication | Shenzhen Grubbs Institute |
| Recommended Citation GB/T 7714 |
Wang, Yan-Fang,Yao, Huan,Yang, Liu-Pan,et al. Synthesis, Configurational Analysis, Molecular Recognition and Chirality Sensing of Methylene-Bridged Naphthotubes[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2022.
|
| APA |
Wang, Yan-Fang,Yao, Huan,Yang, Liu-Pan,Quan, Mao,&Jiang, Wei.(2022).Synthesis, Configurational Analysis, Molecular Recognition and Chirality Sensing of Methylene-Bridged Naphthotubes.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.
|
| MLA |
Wang, Yan-Fang,et al."Synthesis, Configurational Analysis, Molecular Recognition and Chirality Sensing of Methylene-Bridged Naphthotubes".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022).
|
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