Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim

Palladium is used as a catalyst for carbon-carbon coupling such as in Heck, Stille and Suzuki reaction. This research reports on a palladium catalyst for Heck reaction namely palladium(II)-1-3-bis(phenylmethyl) benzimidazolium bromide. The Nheterocyclic carbene (NHC) ligand was prepared by reacting...

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Main Author: Mustakim, Mohamad Azamuddin
Format: Student Project
Language:English
Published: Faculty of Applied Sciences 2017
Subjects:
Online Access:https://ir.uitm.edu.my/id/eprint/26757/1/PPb_MOHAMAD%20AZAMUDDIN%20MUSTAKIM%20AS%20N%2017_5.pdf
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author Mustakim, Mohamad Azamuddin
author_facet Mustakim, Mohamad Azamuddin
author_sort Mustakim, Mohamad Azamuddin
collection UITM
description Palladium is used as a catalyst for carbon-carbon coupling such as in Heck, Stille and Suzuki reaction. This research reports on a palladium catalyst for Heck reaction namely palladium(II)-1-3-bis(phenylmethyl) benzimidazolium bromide. The Nheterocyclic carbene (NHC) ligand was prepared by reacting benzyl bromide with benzimidazole while the palladium catalyst was prepared by reacting palladium chloride with the synthesized NHC ligand. The palladium catalyst has been successfully synthesized and characterized by using Fourier transform infrared (FTIR), 1 H and 13C nuclear magnetic resonance (NMR), UV-Vis spectroscopy and CHNS elemental analysis. FTIR spectra confirm the present of important group in the synthesized complex such as C=N group. NMR and CHNS elemental analysis results also supported in the confirmation of the complex structure. UV -Vis spectroscopy results showed the absorption maxima of Pd2 + cation and NHC ligand. The blue shifting in UV-Vis spectra for palladium catalyst give an evidence of the successfulness of the complexation. The preliminary complexation between Pd2+ cation and N-heterocyclic carbene (NHC) ligand shows stoichiometric of 1 Pd2+ cation to 2 NHC ligand. The catalytic activity of the palladium catalyst was studied on Heck carbon-carbon coupling reaction between l-bromo-4-nitrobenzene and styrene. Two parameters of the reaction were studied which are different catalyst loading and effect of different reaction time. The results show that excellent catalytic activity is achieved using catalyst loading of 0.5 mmol % and 60 minutes of reaction time.
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spelling uitm.eprints-67572019-12-16T08:28:36Z https://ir.uitm.edu.my/id/eprint/26757/ Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim Mustakim, Mohamad Azamuddin QD Chemistry Chemical elements Palladium is used as a catalyst for carbon-carbon coupling such as in Heck, Stille and Suzuki reaction. This research reports on a palladium catalyst for Heck reaction namely palladium(II)-1-3-bis(phenylmethyl) benzimidazolium bromide. The Nheterocyclic carbene (NHC) ligand was prepared by reacting benzyl bromide with benzimidazole while the palladium catalyst was prepared by reacting palladium chloride with the synthesized NHC ligand. The palladium catalyst has been successfully synthesized and characterized by using Fourier transform infrared (FTIR), 1 H and 13C nuclear magnetic resonance (NMR), UV-Vis spectroscopy and CHNS elemental analysis. FTIR spectra confirm the present of important group in the synthesized complex such as C=N group. NMR and CHNS elemental analysis results also supported in the confirmation of the complex structure. UV -Vis spectroscopy results showed the absorption maxima of Pd2 + cation and NHC ligand. The blue shifting in UV-Vis spectra for palladium catalyst give an evidence of the successfulness of the complexation. The preliminary complexation between Pd2+ cation and N-heterocyclic carbene (NHC) ligand shows stoichiometric of 1 Pd2+ cation to 2 NHC ligand. The catalytic activity of the palladium catalyst was studied on Heck carbon-carbon coupling reaction between l-bromo-4-nitrobenzene and styrene. Two parameters of the reaction were studied which are different catalyst loading and effect of different reaction time. The results show that excellent catalytic activity is achieved using catalyst loading of 0.5 mmol % and 60 minutes of reaction time. Faculty of Applied Sciences 2017 Student Project NonPeerReviewed text en https://ir.uitm.edu.my/id/eprint/26757/1/PPb_MOHAMAD%20AZAMUDDIN%20MUSTAKIM%20AS%20N%2017_5.pdf Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim. (2017) [Student Project] <http://terminalib.uitm.edu.my/26757.pdf> (Submitted)
spellingShingle QD Chemistry
Chemical elements
Mustakim, Mohamad Azamuddin
Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim
title Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim
title_full Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim
title_fullStr Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim
title_full_unstemmed Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim
title_short Synthesis, characterization and catalytic activity of palladium(ii)-1,3-bis(phenylmethyl) benzimidazolium bromide in heck reaction / Mohamad Azamuddin Mustakim
title_sort synthesis characterization and catalytic activity of palladium ii 1 3 bis phenylmethyl benzimidazolium bromide in heck reaction mohamad azamuddin mustakim
topic QD Chemistry
Chemical elements
url https://ir.uitm.edu.my/id/eprint/26757/1/PPb_MOHAMAD%20AZAMUDDIN%20MUSTAKIM%20AS%20N%2017_5.pdf
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