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Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst

[Image: see text] The nonstopping increment of atmospheric carbon dioxide (CO(2)) concentration keeps harming the environment and human life. The traditional concept of carbon capture and storage (CCS) is no longer sufficient and has already been corrected to carbon capture, utilization, and storage...

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Autores principales: Liu, Kuan-Ting, Chuang, Jia-Yu, Jeng, Ru-Jong, Leung, Man-kit
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8529664/
https://www.ncbi.nlm.nih.gov/pubmed/34693148
http://dx.doi.org/10.1021/acsomega.1c04086
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author Liu, Kuan-Ting
Chuang, Jia-Yu
Jeng, Ru-Jong
Leung, Man-kit
author_facet Liu, Kuan-Ting
Chuang, Jia-Yu
Jeng, Ru-Jong
Leung, Man-kit
author_sort Liu, Kuan-Ting
collection PubMed
description [Image: see text] The nonstopping increment of atmospheric carbon dioxide (CO(2)) concentration keeps harming the environment and human life. The traditional concept of carbon capture and storage (CCS) is no longer sufficient and has already been corrected to carbon capture, utilization, and storage (CCUS). CCUS involves significant CO(2) utilization, such as cyclic carbonate formation, for its cost effectiveness, less toxicity, and abundant C1 synthon in organic synthesis. However, the high thermodynamic and kinetic stability of CO(2) limits its applications. Herein, we report a mild, efficient, and practical catalyst based on abundant, nontoxic CaI(2) in conjunction with biocompatible ligand 1,3-bis[tris(hydroxymethyl)-methylamino]-propane (BTP) for CO(2) fixation under atmospheric pressure with terminal epoxides to give the cyclic carbonates. The Job plot detected the 1:1 Ca(2+)/BTP binding stoichiometry. Furthermore, formation of a single crystal of the 1:1 Ca(2+)/BTP complex was confirmed by single-crystal X-ray crystallography. The bis(cyclic carbonate) products exhibit potentials for components in the non-isocyanate polyurethanes (NIPUs) process. Notably, this protocol shows attractive recyclability and reusability.
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spelling pubmed-85296642021-10-22 Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst Liu, Kuan-Ting Chuang, Jia-Yu Jeng, Ru-Jong Leung, Man-kit ACS Omega [Image: see text] The nonstopping increment of atmospheric carbon dioxide (CO(2)) concentration keeps harming the environment and human life. The traditional concept of carbon capture and storage (CCS) is no longer sufficient and has already been corrected to carbon capture, utilization, and storage (CCUS). CCUS involves significant CO(2) utilization, such as cyclic carbonate formation, for its cost effectiveness, less toxicity, and abundant C1 synthon in organic synthesis. However, the high thermodynamic and kinetic stability of CO(2) limits its applications. Herein, we report a mild, efficient, and practical catalyst based on abundant, nontoxic CaI(2) in conjunction with biocompatible ligand 1,3-bis[tris(hydroxymethyl)-methylamino]-propane (BTP) for CO(2) fixation under atmospheric pressure with terminal epoxides to give the cyclic carbonates. The Job plot detected the 1:1 Ca(2+)/BTP binding stoichiometry. Furthermore, formation of a single crystal of the 1:1 Ca(2+)/BTP complex was confirmed by single-crystal X-ray crystallography. The bis(cyclic carbonate) products exhibit potentials for components in the non-isocyanate polyurethanes (NIPUs) process. Notably, this protocol shows attractive recyclability and reusability. American Chemical Society 2021-10-08 /pmc/articles/PMC8529664/ /pubmed/34693148 http://dx.doi.org/10.1021/acsomega.1c04086 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Liu, Kuan-Ting
Chuang, Jia-Yu
Jeng, Ru-Jong
Leung, Man-kit
Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst
title Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst
title_full Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst
title_fullStr Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst
title_full_unstemmed Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst
title_short Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI(2)/1,3-Bis[tris(hydroxymethyl)-methylamino]-propane Catalyst
title_sort sustainable synthesis of cyclic carbonates from terminal epoxides by a highly efficient cai(2)/1,3-bis[tris(hydroxymethyl)-methylamino]-propane catalyst
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8529664/
https://www.ncbi.nlm.nih.gov/pubmed/34693148
http://dx.doi.org/10.1021/acsomega.1c04086
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