Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> Pressure
2–(1<i>H</i>–1,2,4–Triazol–3–yl)phenol (<b>CAT–1</b>) was used as an organocatalyst for the coupling reaction of CO<sub>2</sub> and epoxides at an ambient temperature and atmospheric CO<sub>2</sub> pressure (1 bar). This compound has a structure in whi...
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MDPI AG
2024-01-01
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| author | Yeongju Seong Sanghun Lee Seungyeon Cho Yoseph Kim Youngjo Kim |
| author_facet | Yeongju Seong Sanghun Lee Seungyeon Cho Yoseph Kim Youngjo Kim |
| author_sort | Yeongju Seong |
| collection | DOAJ |
| description | 2–(1<i>H</i>–1,2,4–Triazol–3–yl)phenol (<b>CAT–1</b>) was used as an organocatalyst for the coupling reaction of CO<sub>2</sub> and epoxides at an ambient temperature and atmospheric CO<sub>2</sub> pressure (1 bar). This compound has a structure in which a hydrogen bond donor, a hydrogen bond acceptor, and another hydrogen bond donor are adjacent in sequence in a molecule. The binary catalytic system of <b>CAT–1</b>/<i>n</i>Bu<sub>4</sub>NI showed TON = 19.2 and TOF = 1.60 h<sup>−1</sup> under 1 bar CO<sub>2</sub> at room temperature within 12 h using 2–butyloxirane. Surprisingly, the activity of <b>CAT–1</b>, in which phenol and 1<i>H</i>–1,2,4–triazole are chemically linked, showed a much greater synergistic effect than when simply mixing the same amount of phenol and 1<i>H</i>–1,2,4–triazole under the same reaction conditions. In addition, our system showed a broad terminal and internal epoxide substrate scope. |
| first_indexed | 2024-03-08T11:01:57Z |
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| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-08T11:01:57Z |
| publishDate | 2024-01-01 |
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| spelling | doaj.art-395702cf84df475489fb4b091d1c22682024-01-26T15:42:01ZengMDPI AGCatalysts2073-43442024-01-011419010.3390/catal14010090Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> PressureYeongju Seong0Sanghun Lee1Seungyeon Cho2Yoseph Kim3Youngjo Kim4Department of Chemistry, Chungbuk National University, Cheongju 28644, Chungbuk, Republic of KoreaDepartment of Chemistry, Chungbuk National University, Cheongju 28644, Chungbuk, Republic of KoreaDepartment of Chemistry, Chungbuk National University, Cheongju 28644, Chungbuk, Republic of KoreaDepartment of Chemistry, Chungbuk National University, Cheongju 28644, Chungbuk, Republic of KoreaDepartment of Chemistry, Chungbuk National University, Cheongju 28644, Chungbuk, Republic of Korea2–(1<i>H</i>–1,2,4–Triazol–3–yl)phenol (<b>CAT–1</b>) was used as an organocatalyst for the coupling reaction of CO<sub>2</sub> and epoxides at an ambient temperature and atmospheric CO<sub>2</sub> pressure (1 bar). This compound has a structure in which a hydrogen bond donor, a hydrogen bond acceptor, and another hydrogen bond donor are adjacent in sequence in a molecule. The binary catalytic system of <b>CAT–1</b>/<i>n</i>Bu<sub>4</sub>NI showed TON = 19.2 and TOF = 1.60 h<sup>−1</sup> under 1 bar CO<sub>2</sub> at room temperature within 12 h using 2–butyloxirane. Surprisingly, the activity of <b>CAT–1</b>, in which phenol and 1<i>H</i>–1,2,4–triazole are chemically linked, showed a much greater synergistic effect than when simply mixing the same amount of phenol and 1<i>H</i>–1,2,4–triazole under the same reaction conditions. In addition, our system showed a broad terminal and internal epoxide substrate scope.https://www.mdpi.com/2073-4344/14/1/90organocatalystsambient conditionscyclic carbonatescarbon dioxideepoxides |
| spellingShingle | Yeongju Seong Sanghun Lee Seungyeon Cho Yoseph Kim Youngjo Kim Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> Pressure Catalysts organocatalysts ambient conditions cyclic carbonates carbon dioxide epoxides |
| title | Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> Pressure |
| title_full | Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> Pressure |
| title_fullStr | Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> Pressure |
| title_full_unstemmed | Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> Pressure |
| title_short | Organocatalysts for the Synthesis of Cyclic Carbonates under the Conditions of Ambient Temperature and Atmospheric CO<sub>2</sub> Pressure |
| title_sort | organocatalysts for the synthesis of cyclic carbonates under the conditions of ambient temperature and atmospheric co sub 2 sub pressure |
| topic | organocatalysts ambient conditions cyclic carbonates carbon dioxide epoxides |
| url | https://www.mdpi.com/2073-4344/14/1/90 |
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