N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl Carbonates
The development of a heterogeneous catalyst through the combination of novel carrier and powerful catalytic active sites is of particular interest. Herein, the successful integration of an <i>N</i>-Heterocyclic carbene (NHC) moiety into a covalent organic framework (COF) was achieved by...
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MDPI AG
2021-03-01
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author | Yuying Chai Yaling Li Hui Hu Chaoyuan Zeng Shenglin Wang Huanjun Xu Yanan Gao |
author_facet | Yuying Chai Yaling Li Hui Hu Chaoyuan Zeng Shenglin Wang Huanjun Xu Yanan Gao |
author_sort | Yuying Chai |
collection | DOAJ |
description | The development of a heterogeneous catalyst through the combination of novel carrier and powerful catalytic active sites is of particular interest. Herein, the successful integration of an <i>N</i>-Heterocyclic carbene (NHC) moiety into a covalent organic framework (COF) was achieved by coupling 4,4′,4′′,4′′′-(pyrene-1,3,6,8-tetrayl) tetraaniline (PyTTA) and equimolar 4,7-bis(4-formylphenyl)-1-methyl-1H-benzimidazole (IM) and 2′3′5′6′-tetrafluoro-[1,1′:4′,1′′-terphenyl]-4,4′-dicarbaldehyde (4F) followed by ionization with 1-bromobutane (C<sub>4</sub>H<sub>9</sub>Br) and then deprotonation upon addition of a base. The resulting material exhibited promising heterogeneous catalytic activity towards transesterification reaction of glycerol with dialkyl carbonate. Moreover, good recyclability granted no substantial loss of activity upon five cycles. Combination of COFs and NHCs might synergize their characteristics, thus providing more possibilities for creating new patterns of catalytic reactivity. |
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language | English |
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spelling | doaj.art-fdf2ccc719c6460ab02fc67a43d940342023-11-21T12:07:11ZengMDPI AGCatalysts2073-43442021-03-0111442310.3390/catal11040423N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl CarbonatesYuying Chai0Yaling Li1Hui Hu2Chaoyuan Zeng3Shenglin Wang4Huanjun Xu5Yanan Gao6Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan University, No 58, Renmin Avenue, Haikou 570228, ChinaKey Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan University, No 58, Renmin Avenue, Haikou 570228, ChinaKey Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan University, No 58, Renmin Avenue, Haikou 570228, ChinaKey Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan University, No 58, Renmin Avenue, Haikou 570228, ChinaKey Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan University, No 58, Renmin Avenue, Haikou 570228, ChinaKey Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan University, No 58, Renmin Avenue, Haikou 570228, ChinaKey Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan University, No 58, Renmin Avenue, Haikou 570228, ChinaThe development of a heterogeneous catalyst through the combination of novel carrier and powerful catalytic active sites is of particular interest. Herein, the successful integration of an <i>N</i>-Heterocyclic carbene (NHC) moiety into a covalent organic framework (COF) was achieved by coupling 4,4′,4′′,4′′′-(pyrene-1,3,6,8-tetrayl) tetraaniline (PyTTA) and equimolar 4,7-bis(4-formylphenyl)-1-methyl-1H-benzimidazole (IM) and 2′3′5′6′-tetrafluoro-[1,1′:4′,1′′-terphenyl]-4,4′-dicarbaldehyde (4F) followed by ionization with 1-bromobutane (C<sub>4</sub>H<sub>9</sub>Br) and then deprotonation upon addition of a base. The resulting material exhibited promising heterogeneous catalytic activity towards transesterification reaction of glycerol with dialkyl carbonate. Moreover, good recyclability granted no substantial loss of activity upon five cycles. Combination of COFs and NHCs might synergize their characteristics, thus providing more possibilities for creating new patterns of catalytic reactivity.https://www.mdpi.com/2073-4344/11/4/423covalent organic frameworkcarbenecatalystglyceroltransesterification |
spellingShingle | Yuying Chai Yaling Li Hui Hu Chaoyuan Zeng Shenglin Wang Huanjun Xu Yanan Gao N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl Carbonates Catalysts covalent organic framework carbene catalyst glycerol transesterification |
title | N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl Carbonates |
title_full | N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl Carbonates |
title_fullStr | N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl Carbonates |
title_full_unstemmed | N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl Carbonates |
title_short | N-Heterocyclic Carbene Functionalized Covalent Organic Framework for Transesterification of Glycerol with Dialkyl Carbonates |
title_sort | n heterocyclic carbene functionalized covalent organic framework for transesterification of glycerol with dialkyl carbonates |
topic | covalent organic framework carbene catalyst glycerol transesterification |
url | https://www.mdpi.com/2073-4344/11/4/423 |
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