Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions
The development of reusable, bio-resource based nanocatalysts with high turnover numbers (TONs) is essential for increased sustainability in the chemical sector. Herein, cellulose-supported bio-resourced poly(hydroxamic acid) is employed as a ligand in the synthesis of a palladium nanocomposite (PdN...
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Language: | English English |
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Elsevier Ltd.
2024
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Online Access: | https://eprints.ums.edu.my/id/eprint/41956/1/ABSTRACT.pdf https://eprints.ums.edu.my/id/eprint/41956/2/FULL%20TEXT.pdf |
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author | Shaheen M. Sarkar Md Lutfor Rahman Kamrul Hasan Md. Maksudur Rahman Khan Emmet J. O’Reilly Mohd Hasbi Ab. Rahim |
author_facet | Shaheen M. Sarkar Md Lutfor Rahman Kamrul Hasan Md. Maksudur Rahman Khan Emmet J. O’Reilly Mohd Hasbi Ab. Rahim |
author_sort | Shaheen M. Sarkar |
collection | UMS |
description | The development of reusable, bio-resource based nanocatalysts with high turnover numbers (TONs) is essential for increased sustainability in the chemical sector. Herein, cellulose-supported bio-resourced poly(hydroxamic acid) is employed as a ligand in the synthesis of a palladium nanocomposite (PdNc-PHA) that exhibits higher TONs that previously reported similar systems for the Mizoroki-Heck and Michael addition reactions. The PdNcPHA catalyst was characterised using Fourier transform infrared spectroscopy (FTIR), field-emission scanning electron microscopy (FE-SEM), energy dispersive X-ray spectrometry (EDX), high-resolution transmission electron microscopy (HR-TEM), X-ray photoelectron spectroscopy (XPS), and inductively coupled plasma-atomic emission spectroscopy (ICP-AES) analyses. Results showed that the PdNc-PHA catalyst exhibits excellent durability and high catalytic activity in the Mizoroki-Heck and Michael addition reactions, leading to high yields of the desired corresponding products. The Mizoroki-Heck reaction of aryl/heteroaryl chlorides with olefins resulted in the production of cross-coupled products, while the Michael addition reaction of phenol/thiophenol and aliphatic cyclic/alicyclic amines with a variety of olefins synthesised the corresponding O-, S-, and Nalkylated products. The recycle and reusability of the catalyst were tested using 4-nitrochlorobenzene and butyl acrylate. The results demonstrated that the catalyst maintained its catalytic activity effectively for up to ten cycles without any noticeable loss in performance. This research represents a promising strategy for efficient catalysis based on bio-waste as a wealth material. |
first_indexed | 2024-12-09T00:54:03Z |
format | Article |
id | ums.eprints-41956 |
institution | Universiti Malaysia Sabah |
language | English English |
last_indexed | 2024-12-09T00:54:03Z |
publishDate | 2024 |
publisher | Elsevier Ltd. |
record_format | dspace |
spelling | ums.eprints-419562024-11-20T02:33:22Z https://eprints.ums.edu.my/id/eprint/41956/ Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions Shaheen M. Sarkar Md Lutfor Rahman Kamrul Hasan Md. Maksudur Rahman Khan Emmet J. O’Reilly Mohd Hasbi Ab. Rahim Q1-390 Science (General) QD241-441 Organic chemistry The development of reusable, bio-resource based nanocatalysts with high turnover numbers (TONs) is essential for increased sustainability in the chemical sector. Herein, cellulose-supported bio-resourced poly(hydroxamic acid) is employed as a ligand in the synthesis of a palladium nanocomposite (PdNc-PHA) that exhibits higher TONs that previously reported similar systems for the Mizoroki-Heck and Michael addition reactions. The PdNcPHA catalyst was characterised using Fourier transform infrared spectroscopy (FTIR), field-emission scanning electron microscopy (FE-SEM), energy dispersive X-ray spectrometry (EDX), high-resolution transmission electron microscopy (HR-TEM), X-ray photoelectron spectroscopy (XPS), and inductively coupled plasma-atomic emission spectroscopy (ICP-AES) analyses. Results showed that the PdNc-PHA catalyst exhibits excellent durability and high catalytic activity in the Mizoroki-Heck and Michael addition reactions, leading to high yields of the desired corresponding products. The Mizoroki-Heck reaction of aryl/heteroaryl chlorides with olefins resulted in the production of cross-coupled products, while the Michael addition reaction of phenol/thiophenol and aliphatic cyclic/alicyclic amines with a variety of olefins synthesised the corresponding O-, S-, and Nalkylated products. The recycle and reusability of the catalyst were tested using 4-nitrochlorobenzene and butyl acrylate. The results demonstrated that the catalyst maintained its catalytic activity effectively for up to ten cycles without any noticeable loss in performance. This research represents a promising strategy for efficient catalysis based on bio-waste as a wealth material. Elsevier Ltd. 2024 Article NonPeerReviewed text en https://eprints.ums.edu.my/id/eprint/41956/1/ABSTRACT.pdf text en https://eprints.ums.edu.my/id/eprint/41956/2/FULL%20TEXT.pdf Shaheen M. Sarkar and Md Lutfor Rahman and Kamrul Hasan and Md. Maksudur Rahman Khan and Emmet J. O’Reilly and Mohd Hasbi Ab. Rahim (2024) Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions. Carbohydrate Polymer Technologies and Applications, 8. pp. 1-12. ISSN 2666-8939 https://doi.org/10.1016/j.carpta.2024.100578 |
spellingShingle | Q1-390 Science (General) QD241-441 Organic chemistry Shaheen M. Sarkar Md Lutfor Rahman Kamrul Hasan Md. Maksudur Rahman Khan Emmet J. O’Reilly Mohd Hasbi Ab. Rahim Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions |
title | Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions |
title_full | Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions |
title_fullStr | Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions |
title_full_unstemmed | Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions |
title_short | Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions |
title_sort | development of cellulose supported pd nanocatalyst for the heck coupling and michael addition reactions |
topic | Q1-390 Science (General) QD241-441 Organic chemistry |
url | https://eprints.ums.edu.my/id/eprint/41956/1/ABSTRACT.pdf https://eprints.ums.edu.my/id/eprint/41956/2/FULL%20TEXT.pdf |
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