Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation
Alanine functionalized mesoporous SBA-15 (SBA-15-Alanine) as an active and selective catalyst for Knoevenagel condensation reaction of benzaldehyde and ethyl cyanoacetate is reported. The catalyst is prepared by 2-step grafting approach using (3-chloropropyl)triethoxysilane (CPTES) followed by DL-al...
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my.um.eprints.285992022-03-05T02:02:32Z http://eprints.um.edu.my/28599/ Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation Appaturi, Jimmy Nelson Pulingam, Thiruchelvi Rajabathar, Jothi Ramalingam Khoerunnisa, Fitri Ling, Tau Chuan Tan, Soon Huat Ng, Eng-Poh QD Chemistry Alanine functionalized mesoporous SBA-15 (SBA-15-Alanine) as an active and selective catalyst for Knoevenagel condensation reaction of benzaldehyde and ethyl cyanoacetate is reported. The catalyst is prepared by 2-step grafting approach using (3-chloropropyl)triethoxysilane (CPTES) followed by DL-alanine. The XRD, TEM and N2 adsorption results reveal that the mesoporous characteristic of SBA-15-Alanine is retained upon modification. Furthermore, the IR, TG/DTG, CHN and TPD analyses indicate the successful functionalization of alanine, leading to the formation of bifunctional mesoporous catalyst bearing both acidic (-COOH) and basic (-NH) sites. This catalyst exhibits acid-base cooperative effect and good catalytic performance in the Knoevenagel condensation between benzaldehyde with ethyl cyanoacetate (96.7% conversion) with 100% selective to ethyl alpha-cyanocinnamate under novel non-microwave instant heating conditions. The SBA-15-Alanine also shows stable catalytic performance with high reusability where insignificant decline in catalytic reactivity is observed after five successive cycles, thus suggesting a promising replacement of base catalysts in condensation reactions. Elsevier 2021-06 Article PeerReviewed Appaturi, Jimmy Nelson and Pulingam, Thiruchelvi and Rajabathar, Jothi Ramalingam and Khoerunnisa, Fitri and Ling, Tau Chuan and Tan, Soon Huat and Ng, Eng-Poh (2021) Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation. Microporous and Mesoporous Materials, 320. ISSN 1387-1811, DOI https://doi.org/10.1016/j.micromeso.2021.111091 <https://doi.org/10.1016/j.micromeso.2021.111091>. 10.1016/j.micromeso.2021.111091 |
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QD Chemistry Appaturi, Jimmy Nelson Pulingam, Thiruchelvi Rajabathar, Jothi Ramalingam Khoerunnisa, Fitri Ling, Tau Chuan Tan, Soon Huat Ng, Eng-Poh Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation |
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Alanine functionalized mesoporous SBA-15 (SBA-15-Alanine) as an active and selective catalyst for Knoevenagel condensation reaction of benzaldehyde and ethyl cyanoacetate is reported. The catalyst is prepared by 2-step grafting approach using (3-chloropropyl)triethoxysilane (CPTES) followed by DL-alanine. The XRD, TEM and N2 adsorption results reveal that the mesoporous characteristic of SBA-15-Alanine is retained upon modification. Furthermore, the IR, TG/DTG, CHN and TPD analyses indicate the successful functionalization of alanine, leading to the formation of bifunctional mesoporous catalyst bearing both acidic (-COOH) and basic (-NH) sites. This catalyst exhibits acid-base cooperative effect and good catalytic performance in the Knoevenagel condensation between benzaldehyde with ethyl cyanoacetate (96.7% conversion) with 100% selective to ethyl alpha-cyanocinnamate under novel non-microwave instant heating conditions. The SBA-15-Alanine also shows stable catalytic performance with high reusability where insignificant decline in catalytic reactivity is observed after five successive cycles, thus suggesting a promising replacement of base catalysts in condensation reactions. |
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Article |
author |
Appaturi, Jimmy Nelson Pulingam, Thiruchelvi Rajabathar, Jothi Ramalingam Khoerunnisa, Fitri Ling, Tau Chuan Tan, Soon Huat Ng, Eng-Poh |
author_facet |
Appaturi, Jimmy Nelson Pulingam, Thiruchelvi Rajabathar, Jothi Ramalingam Khoerunnisa, Fitri Ling, Tau Chuan Tan, Soon Huat Ng, Eng-Poh |
author_sort |
Appaturi, Jimmy Nelson |
title |
Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation |
title_short |
Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation |
title_full |
Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation |
title_fullStr |
Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation |
title_full_unstemmed |
Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation |
title_sort |
acid-base bifunctional sba-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via knoevenagel condensation |
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Elsevier |
publishDate |
2021 |
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http://eprints.um.edu.my/28599/ |
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1735409561844580352 |
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13.18916 |