{"title":"Construction of C4-Spirocyclic Chiral Covalent Organic Frameworks Via Asymmetric Multicomponent Povarov Reaction for Enantioselective Sensing","authors":"Zhi Chen, Zi-Ran Liu, Jun Zhang, Wen-Ting Yang, Jing-Lan Kan, Jianzhong Fan, Wen-Yan Li, Jian-Cheng Wang, Yu-Bin Dong","doi":"10.1021/jacs.4c18474","DOIUrl":null,"url":null,"abstract":"Although many chiral covalent organic frameworks (CCOFs) have been synthesized, the rapid development of this field has been severely restricted by the limitations of CCOFs synthesis methods and the scarcity of their chiral structural unit types. Herein we report, for the first time, the construction of C4-spirocyclic CCOFs via the asymmetric multicomponent Povarov reaction under ambient conditions. The obtained <b>C4</b>-<b>spiro</b>-(2<i>S</i>, 4<i>R</i>)-<b>TMTT</b>-<b>COF</b> can be as a novel chiral fluorescent sensor to discriminate D/L-PAL enantiomers. This finding will provide a simple and universal method for constructing CCOFs with novel chiral structural groups and might open new insights into the construction of the CCOFs featuring multiple distinct types of carbon chiral centers.","PeriodicalId":49,"journal":{"name":"Journal of the American Chemical Society","volume":"72 1","pages":""},"PeriodicalIF":14.4000,"publicationDate":"2025-03-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the American Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/jacs.4c18474","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Although many chiral covalent organic frameworks (CCOFs) have been synthesized, the rapid development of this field has been severely restricted by the limitations of CCOFs synthesis methods and the scarcity of their chiral structural unit types. Herein we report, for the first time, the construction of C4-spirocyclic CCOFs via the asymmetric multicomponent Povarov reaction under ambient conditions. The obtained C4-spiro-(2S, 4R)-TMTT-COF can be as a novel chiral fluorescent sensor to discriminate D/L-PAL enantiomers. This finding will provide a simple and universal method for constructing CCOFs with novel chiral structural groups and might open new insights into the construction of the CCOFs featuring multiple distinct types of carbon chiral centers.
期刊介绍:
The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.