Confinement‐Driven Enantioselectivity in 3D Porous Chiral Covalent Organic Frameworks
| العنوان: | Confinement‐Driven Enantioselectivity in 3D Porous Chiral Covalent Organic Frameworks |
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| المؤلفون: | Shi Yang, Yong Cui, Kuiwei Yang, Bang Hou, Jianwen Jiang, Yan Liu, Xianhui Tang, Xing Han |
| المصدر: | Angewandte Chemie. 133:6151-6158 |
| بيانات النشر: | Wiley, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | 010405 organic chemistry, Chemistry, Enantioselective synthesis, General Chemistry, General Medicine, 010402 general chemistry, Crystal engineering, 01 natural sciences, Combinatorial chemistry, Catalysis, 0104 chemical sciences, Enantiopure drug, Covalent bond, Brønsted–Lowry acid–base theory, Chirality (chemistry), Covalent organic framework |
| الوصف: | 3D covalent organic frameworks (COFs) with well-defined porous channels are shown to be capable of inducing chiral molecular catalysts from non-enantioselective to highly enantioselective in catalyzing organic transformations. By condensations of a tetrahedral tetraamine and two linear dialdehydes derived from enantiopure 1,1'-binaphthol (BINOL), two chiral 3D COFs with a 9-fold or 11-fold interpenetrated diamondoid framework are prepared. Enhanced Bronsted acidity was observed for the chiral BINOL units that are uniformly distributed within the tubular channels compared to the non-immobilized acids. This facilitates the Bronsted acid catalysis of cyclocondensation of aldehydes and anthranilamides to produce 2,3-dihydroquinazolinones. DFT calculations show the COF catalyst provides preferential secondary interactions between the substrate and framework to induce enantioselectivities that are not achievable in homogeneous systems. |
| تدمد: | 1521-3757 0044-8249 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8d4a7be45d5b5291709fde2e619e81e4 https://doi.org/10.1002/ange.202013926 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi.dedup.....8d4a7be45d5b5291709fde2e619e81e4 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213757 00448249 |
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