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Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction

A benzoylthiourea derivative (LTU) and its metal complexation of palladium(II) chloride (MLTU) has been successfully synthesized and characterized via typical spectroscopic and analytical techniques namely IR, 1H and 13C Nuclear Magnetic Resonance, UV-Visible and Gas Chromatography Flame Ionization...

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Main Authors: Khairul, Wan M., Mohd. Faisol, Sarah Liyana, Jasman, Siti Maryam, Che Soh, Siti Kamilah, Shamsuddin, Mustaffa
Format: Article
Language:English
Published: Diponegoro University 2014
Subjects:
QD Chemistry
Online Access:http://eprints.utm.my/id/eprint/52068/1/MustaffaShamsuddin2014_Catalyticstudiesfeaturingpalladium.pdf
http://eprints.utm.my/id/eprint/52068/
https://doi.org/10.9767/bcrec.9.3.6880.241-248
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spelling my.utm.520682018-08-29T08:26:29Z http://eprints.utm.my/id/eprint/52068/ Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction Khairul, Wan M. Mohd. Faisol, Sarah Liyana Jasman, Siti Maryam Che Soh, Siti Kamilah Shamsuddin, Mustaffa QD Chemistry A benzoylthiourea derivative (LTU) and its metal complexation of palladium(II) chloride (MLTU) has been successfully synthesized and characterized via typical spectroscopic and analytical techniques namely IR, 1H and 13C Nuclear Magnetic Resonance, UV-Visible and Gas Chromatography Flame Ionization Detector (GC-FID). The Infrared spectrum for LTU shows four significant bands of interest namely ν(N-H), ν(C=O), ν(C-N) and ν(C=S) and the values were observed within the range. The 1H NMR spectrum for the compound shows expected protons for N-H at δH 10.95 ppm and δH 11.15 ppm while the 13C NMR spectrum shows resonances of carbonyl (C=O) carbon and thiones (C=S) at δC 168.26 ppm and δC 180.56 ppm, respectively. From UV-Vis spectrum, it shows the presence of n-pi* and pi→pi*electronic transitions which are expected to be attributed from the phenyl ring, carbonyl (C=O) and thiones (C=S) chromophores. Complexation of LTU with palladium(II) chloride was done to afford MLTU which in turn, was tested as homogeneous catalyst in Sonogashira cross-coupling reaction. The reaction was monitored by GC-FID at 6 hours reaction period. The percentage conversion of 4-bromoacetophenone to the coupled product was 75.73% indicated that MLTU can act as an ideal potential catalyst in the Sonogashira reaction Diponegoro University 2014 Article PeerReviewed application/pdf en http://eprints.utm.my/id/eprint/52068/1/MustaffaShamsuddin2014_Catalyticstudiesfeaturingpalladium.pdf Khairul, Wan M. and Mohd. Faisol, Sarah Liyana and Jasman, Siti Maryam and Che Soh, Siti Kamilah and Shamsuddin, Mustaffa (2014) Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction. Bulletin of Chemical Reaction Engineering and Catalysis, 9 (3). pp. 241-248. ISSN 1978-2993 https://doi.org/10.9767/bcrec.9.3.6880.241-248 DOI: 10.9767/bcrec.9.3.6880.241-248
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Khairul, Wan M.
Mohd. Faisol, Sarah Liyana
Jasman, Siti Maryam
Che Soh, Siti Kamilah
Shamsuddin, Mustaffa
Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction
description A benzoylthiourea derivative (LTU) and its metal complexation of palladium(II) chloride (MLTU) has been successfully synthesized and characterized via typical spectroscopic and analytical techniques namely IR, 1H and 13C Nuclear Magnetic Resonance, UV-Visible and Gas Chromatography Flame Ionization Detector (GC-FID). The Infrared spectrum for LTU shows four significant bands of interest namely ν(N-H), ν(C=O), ν(C-N) and ν(C=S) and the values were observed within the range. The 1H NMR spectrum for the compound shows expected protons for N-H at δH 10.95 ppm and δH 11.15 ppm while the 13C NMR spectrum shows resonances of carbonyl (C=O) carbon and thiones (C=S) at δC 168.26 ppm and δC 180.56 ppm, respectively. From UV-Vis spectrum, it shows the presence of n-pi* and pi→pi*electronic transitions which are expected to be attributed from the phenyl ring, carbonyl (C=O) and thiones (C=S) chromophores. Complexation of LTU with palladium(II) chloride was done to afford MLTU which in turn, was tested as homogeneous catalyst in Sonogashira cross-coupling reaction. The reaction was monitored by GC-FID at 6 hours reaction period. The percentage conversion of 4-bromoacetophenone to the coupled product was 75.73% indicated that MLTU can act as an ideal potential catalyst in the Sonogashira reaction
format Article
author Khairul, Wan M.
Mohd. Faisol, Sarah Liyana
Jasman, Siti Maryam
Che Soh, Siti Kamilah
Shamsuddin, Mustaffa
author_facet Khairul, Wan M.
Mohd. Faisol, Sarah Liyana
Jasman, Siti Maryam
Che Soh, Siti Kamilah
Shamsuddin, Mustaffa
author_sort Khairul, Wan M.
title Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction
title_short Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction
title_full Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction
title_fullStr Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction
title_full_unstemmed Catalytic studies featuring palladium(II) benzoylthiourea derivative as catalyst in Sonogashira reaction
title_sort catalytic studies featuring palladium(ii) benzoylthiourea derivative as catalyst in sonogashira reaction
publisher Diponegoro University
publishDate 2014
url http://eprints.utm.my/id/eprint/52068/1/MustaffaShamsuddin2014_Catalyticstudiesfeaturingpalladium.pdf
http://eprints.utm.my/id/eprint/52068/
https://doi.org/10.9767/bcrec.9.3.6880.241-248
_version_ 1643653143628611584
score 13.211869

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