Multivariate Chiral Covalent Organic Frameworks with Controlled Crystallinity and Stability for Asymmetric Catalysis.
The modular construction of covalent organic frameworks (COFs) provides a convenient platform for designing high-performance functional materials, but the synthetic control over their chirality has been relatively barely studied. Here we report a multivariate strategy to prepare chiral COFs (CCOFs)...
| Publicado en: | Journal of the American Chemical Society Vol. 139; no. 24; pp. 8277 - 8286 |
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| Autores principales: | , , , , |
| Formato: | Artículo |
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American Chemical Society
6/21/2017
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| Materias: | |
| Acceso en línea: | Ver este registro en EBSCOhost |
| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=hlh&AN=125107936&site=ehost-live header: @attributes: shortDbName: hlh uiTerm: 125107936 longDbName: Humanities International Complete uiTag: AN controlInfo: bkinfo: jinfo: jid: 00027863 ACS jtl: Journal of the American Chemical Society issn: 00027863 maglogo: N pubinfo: dt: 6/21/2017 vid: 139 iid: 24 pid: 997 pub: American Chemical Society artinfo: ui: 125107936 10.1021/jacs.7b03352 ppf: 8277 ppct: 9 formats: tig: atl: Multivariate Chiral Covalent Organic Frameworks with Controlled Crystallinity and Stability for Asymmetric Catalysis. aug: au: Zhang, Jie Han, Xing Wu, Xiaowei Liu, Yan Cui, Yong affil: State Key Laboratory of Metal Matrix Composites, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China su: Covalent bonds Structural frames Enantioselective catalysis Crystallinity Chemical stability sug: subj: Covalent bonds Structural frames Enantioselective catalysis Crystallinity Chemical stability ab: The modular construction of covalent organic frameworks (COFs) provides a convenient platform for designing high-performance functional materials, but the synthetic control over their chirality has been relatively barely studied. Here we report a multivariate strategy to prepare chiral COFs (CCOFs) with controlled crystallinity and stability for asymmetric catalysis. By crystallizing mixtures of triamines with and without chiral organocatalysts and with a dialdehyde, a family of two- and three-component 2D porous CCOFs that adopt two different stacking modes is prepared. The organocatalysts are periodically appended on the channel walls, and their contents, which can be synthetically tuned using a three-component condensation system, greatly affect the chemical stability and crystallinity of CCOFs. Specially, the ternary CCOFs displayed relatively high crystallinity and stability compared with the binary CCOFs. Under harsh conditions, the ternary CCOFs can serve as efficient heterogeneous catalysts for an asymmetric aminooxylation reaction, an aldol reaction, and the Diels--Alder reaction, with the stereoselectivity and diastereoselectivity rivaling or surpassing the homogeneous analogues. This work not only opens up a new synthetic route toward CCOFs, but also provides tunable control of COF crystallintity and stability and, in turn, the properties. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y dt: @attributes: year: 2017 holdings: @attributes: islocal: N |
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