Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and Epoxides

Ammonium, imidazole, or pyridinium functionalized β-cyclodextrins (β-CDs) were used as efficient one-component bifunctional catalysts for the coupling reaction of carbon dioxide (CO<sub>2</sub>) and epoxide without the addition of solvent and metal. The influence of different catalysts a...

Full description

Bibliographic Details
Main Authors: Qin Wen, Xuexin Yuan, Qiqi Zhou, Hai-Jian Yang, Qingqing Jiang, Juncheng Hu, Cun-Yue Guo
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/16/1/53
_version_ 1797625402111295488
author Qin Wen
Xuexin Yuan
Qiqi Zhou
Hai-Jian Yang
Qingqing Jiang
Juncheng Hu
Cun-Yue Guo
author_facet Qin Wen
Xuexin Yuan
Qiqi Zhou
Hai-Jian Yang
Qingqing Jiang
Juncheng Hu
Cun-Yue Guo
author_sort Qin Wen
collection DOAJ
description Ammonium, imidazole, or pyridinium functionalized β-cyclodextrins (β-CDs) were used as efficient one-component bifunctional catalysts for the coupling reaction of carbon dioxide (CO<sub>2</sub>) and epoxide without the addition of solvent and metal. The influence of different catalysts and reaction parameters on the catalytic performance were examined in detail. Under optimal conditions, Im-CD1-I catalysts functionalized with imidazole groups were able to convert various epoxides into target products with high selectivity and good conversion rates. The one-component bifunctional catalysts can also be recovered easily by filtration and reused at least for five times with only slight decrease in catalytic performance. Finally, a possible process for hydroxyl group-assisted ring-opening of epoxide and functionalized group- induced activation of CO<sub>2</sub> was presented.
first_indexed 2024-03-11T09:56:03Z
format Article
id doaj.art-7b281d6b2d924732bde33c2381bd1d03
institution Directory Open Access Journal
issn 1996-1944
language English
last_indexed 2024-03-11T09:56:03Z
publishDate 2022-12-01
publisher MDPI AG
record_format Article
series Materials
spelling doaj.art-7b281d6b2d924732bde33c2381bd1d032023-11-16T15:46:19ZengMDPI AGMaterials1996-19442022-12-011615310.3390/ma16010053Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and EpoxidesQin Wen0Xuexin Yuan1Qiqi Zhou2Hai-Jian Yang3Qingqing Jiang4Juncheng Hu5Cun-Yue Guo6College of Chemistry and Materials Science, South-Central Minzu University, Wuhan 430074, ChinaCollege of Chemistry and Materials Science, South-Central Minzu University, Wuhan 430074, ChinaCollege of Chemistry and Materials Science, South-Central Minzu University, Wuhan 430074, ChinaCollege of Chemistry and Materials Science, South-Central Minzu University, Wuhan 430074, ChinaCollege of Chemistry and Materials Science, South-Central Minzu University, Wuhan 430074, ChinaCollege of Chemistry and Materials Science, South-Central Minzu University, Wuhan 430074, ChinaSchool of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, ChinaAmmonium, imidazole, or pyridinium functionalized β-cyclodextrins (β-CDs) were used as efficient one-component bifunctional catalysts for the coupling reaction of carbon dioxide (CO<sub>2</sub>) and epoxide without the addition of solvent and metal. The influence of different catalysts and reaction parameters on the catalytic performance were examined in detail. Under optimal conditions, Im-CD1-I catalysts functionalized with imidazole groups were able to convert various epoxides into target products with high selectivity and good conversion rates. The one-component bifunctional catalysts can also be recovered easily by filtration and reused at least for five times with only slight decrease in catalytic performance. Finally, a possible process for hydroxyl group-assisted ring-opening of epoxide and functionalized group- induced activation of CO<sub>2</sub> was presented.https://www.mdpi.com/1996-1944/16/1/53carbon dioxide fixationfunctionalized β-cyclodextrinssolvent- and metal-free catalysisenvironment-friendlinesscyclic carbonate
spellingShingle Qin Wen
Xuexin Yuan
Qiqi Zhou
Hai-Jian Yang
Qingqing Jiang
Juncheng Hu
Cun-Yue Guo
Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and Epoxides
Materials
carbon dioxide fixation
functionalized β-cyclodextrins
solvent- and metal-free catalysis
environment-friendliness
cyclic carbonate
title Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and Epoxides
title_full Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and Epoxides
title_fullStr Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and Epoxides
title_full_unstemmed Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and Epoxides
title_short Functionalized β-Cyclodextrins Catalyzed Environment-Friendly Cycloaddition of Carbon Dioxide and Epoxides
title_sort functionalized β cyclodextrins catalyzed environment friendly cycloaddition of carbon dioxide and epoxides
topic carbon dioxide fixation
functionalized β-cyclodextrins
solvent- and metal-free catalysis
environment-friendliness
cyclic carbonate
url https://www.mdpi.com/1996-1944/16/1/53
work_keys_str_mv AT qinwen functionalizedbcyclodextrinscatalyzedenvironmentfriendlycycloadditionofcarbondioxideandepoxides
AT xuexinyuan functionalizedbcyclodextrinscatalyzedenvironmentfriendlycycloadditionofcarbondioxideandepoxides
AT qiqizhou functionalizedbcyclodextrinscatalyzedenvironmentfriendlycycloadditionofcarbondioxideandepoxides
AT haijianyang functionalizedbcyclodextrinscatalyzedenvironmentfriendlycycloadditionofcarbondioxideandepoxides
AT qingqingjiang functionalizedbcyclodextrinscatalyzedenvironmentfriendlycycloadditionofcarbondioxideandepoxides
AT junchenghu functionalizedbcyclodextrinscatalyzedenvironmentfriendlycycloadditionofcarbondioxideandepoxides
AT cunyueguo functionalizedbcyclodextrinscatalyzedenvironmentfriendlycycloadditionofcarbondioxideandepoxides