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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Main Authors: Sarkar, Shaheen M., Rahman, Md Lutfor, Hasan, Kamrul, Rahman Khan, Md. Maksudur, O’Reilly, Emmet J., Mohd Hasbi, Ab Rahim
Format: Article
Language:English
Published: Elsevier Ltd 2024
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Online Access:http://umpir.ump.edu.my/id/eprint/43083/1/Development%20of%20cellulose-supported.pdf
http://umpir.ump.edu.my/id/eprint/43083/
https://doi.org/10.1016/j.carpta.2024.100578
https://doi.org/10.1016/j.carpta.2024.100578
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spelling my.ump.umpir.430832024-12-09T06:25:28Z http://umpir.ump.edu.my/id/eprint/43083/ Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions Sarkar, Shaheen M. Rahman, Md Lutfor Hasan, Kamrul Rahman Khan, Md. Maksudur O’Reilly, Emmet J. Mohd Hasbi, Ab Rahim TP Chemical technology 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 PdNc-PHA 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 N-alkylated 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 2024-12 Article PeerReviewed pdf en cc_by_4 http://umpir.ump.edu.my/id/eprint/43083/1/Development%20of%20cellulose-supported.pdf Sarkar, Shaheen M. and Rahman, Md Lutfor and Hasan, Kamrul and Rahman Khan, Md. Maksudur and O’Reilly, Emmet J. 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 (100578). pp. 1-12. ISSN 2666-8939. (Published) https://doi.org/10.1016/j.carpta.2024.100578 https://doi.org/10.1016/j.carpta.2024.100578
institution Universiti Malaysia Pahang Al-Sultan Abdullah
building UMPSA Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaysia Pahang Al-Sultan Abdullah
content_source UMPSA Institutional Repository
url_provider http://umpir.ump.edu.my/
language English
topic TP Chemical technology
spellingShingle TP Chemical technology
Sarkar, Shaheen M.
Rahman, Md Lutfor
Hasan, Kamrul
Rahman Khan, Md. Maksudur
O’Reilly, Emmet J.
Mohd Hasbi, Ab Rahim
Development of cellulose-supported Pd-nanocatalyst for the heck coupling and michael addition reactions
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 PdNc-PHA 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 N-alkylated 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.
format Article
author Sarkar, Shaheen M.
Rahman, Md Lutfor
Hasan, Kamrul
Rahman Khan, Md. Maksudur
O’Reilly, Emmet J.
Mohd Hasbi, Ab Rahim
author_facet Sarkar, Shaheen M.
Rahman, Md Lutfor
Hasan, Kamrul
Rahman Khan, Md. Maksudur
O’Reilly, Emmet J.
Mohd Hasbi, Ab Rahim
author_sort Sarkar, Shaheen M.
title 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_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_sort development of cellulose-supported pd-nanocatalyst for the heck coupling and michael addition reactions
publisher Elsevier Ltd
publishDate 2024
url http://umpir.ump.edu.my/id/eprint/43083/1/Development%20of%20cellulose-supported.pdf
http://umpir.ump.edu.my/id/eprint/43083/
https://doi.org/10.1016/j.carpta.2024.100578
https://doi.org/10.1016/j.carpta.2024.100578
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