Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani

Homogeneous catalysis has through a new development in the organometallic complexes application as a catalyst. This organometallic catalyst can increase the economic viability of the country by doing some innovation on homogeneous process in chemical reaction. This research report on the synthesis,...

Full description

Bibliographic Details
Main Author: Md Sani, Nina Natasha
Format: Student Project
Language:English
Published: Faculty of Applied Sciences 2017
Subjects:
Online Access:https://ir.uitm.edu.my/id/eprint/25599/
_version_ 1848806300041871360
author Md Sani, Nina Natasha
author_facet Md Sani, Nina Natasha
author_sort Md Sani, Nina Natasha
building UiTM Institutional Repository
collection Online Access
description Homogeneous catalysis has through a new development in the organometallic complexes application as a catalyst. This organometallic catalyst can increase the economic viability of the country by doing some innovation on homogeneous process in chemical reaction. This research report on the synthesis, characterization and catalytic activity of 1,3-Bis[(4-chlorophenyl)methyl]-1-Benzimidazolium Bromide (NHC ligand) and Pd(Il)- l ,3bis-[ ( chlorophenyl)methyl ]-1-benzimidazolium Bromide complex (Pd(II)-NHC). The synthesize NHC ligand containing NHC's functionality was prepared by the reaction of benzimidazole and 4- chlorobenzylbromide. The targeted complexation were produce by reacting together NHC ligand with PdCh. All products were characterized by Fourier Transform Infrared (FTIR), CHN elemental analysis, Nuclear Magnetic Resonance (NMR), Ultraviolet-Visible spectrophotometer (UV-Vis). In CHN,the experimental result for both NHC ligand and Pd(Il)-NHC complex almost similar with its calculation result and this result was accepted. The changes stretching frequency in FTIR from lower to higher shows that the complexation with Pd metal are occurs. The number of expected hydrogen and carbon can be observed by using NMR. The important peak of H-1 in I H NMR was disappeared after complexation. The changes of chemical shift at C-1 shows that the carbon carbene was successfully attached with metal. The UV graph shows disappearance and shifted to 282 nm of PdCh maximum absortion peak after complexation to form Pd(II)-NHC complex. The result that come out from the CHN, FTIR, NMR and UV-Vis spectroscopy was confirmed that targeted compound which is Pd(Il)-NHC complex are successfully synthesized. The catalytic performance of the Pd(Il)-1,3-bis[ ( 4- chlorophenyl)methyl]-1-benzimidazolium Bromide complex were studied in Heck C-C coupling reaction by using 1-bromo-4-nitrobenzene and styrene as a starting material. The product has been characterized by FTIR and the catalytic activity was determined by using GC-FID. Effect of catalyst loading and effect of time were used as a parameter to observed changes in conversion rate and selectivity. The experimental result was showed at 0.5 mmol % of catalyst loading with 124 turnover number (TON) and at 130 °C in 60 minutes was achieved an excellent catalytic activity.
first_indexed 2025-11-14T22:24:44Z
format Student Project
id uitm-25599
institution Universiti Teknologi MARA
institution_category Local University
language English
last_indexed 2025-11-14T22:24:44Z
publishDate 2017
publisher Faculty of Applied Sciences
recordtype eprints
repository_type Digital Repository
spelling uitm-255992019-09-25T07:46:02Z https://ir.uitm.edu.my/id/eprint/25599/ Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani Md Sani, Nina Natasha QD Chemistry Catalysis Homogeneous catalysis has through a new development in the organometallic complexes application as a catalyst. This organometallic catalyst can increase the economic viability of the country by doing some innovation on homogeneous process in chemical reaction. This research report on the synthesis, characterization and catalytic activity of 1,3-Bis[(4-chlorophenyl)methyl]-1-Benzimidazolium Bromide (NHC ligand) and Pd(Il)- l ,3bis-[ ( chlorophenyl)methyl ]-1-benzimidazolium Bromide complex (Pd(II)-NHC). The synthesize NHC ligand containing NHC's functionality was prepared by the reaction of benzimidazole and 4- chlorobenzylbromide. The targeted complexation were produce by reacting together NHC ligand with PdCh. All products were characterized by Fourier Transform Infrared (FTIR), CHN elemental analysis, Nuclear Magnetic Resonance (NMR), Ultraviolet-Visible spectrophotometer (UV-Vis). In CHN,the experimental result for both NHC ligand and Pd(Il)-NHC complex almost similar with its calculation result and this result was accepted. The changes stretching frequency in FTIR from lower to higher shows that the complexation with Pd metal are occurs. The number of expected hydrogen and carbon can be observed by using NMR. The important peak of H-1 in I H NMR was disappeared after complexation. The changes of chemical shift at C-1 shows that the carbon carbene was successfully attached with metal. The UV graph shows disappearance and shifted to 282 nm of PdCh maximum absortion peak after complexation to form Pd(II)-NHC complex. The result that come out from the CHN, FTIR, NMR and UV-Vis spectroscopy was confirmed that targeted compound which is Pd(Il)-NHC complex are successfully synthesized. The catalytic performance of the Pd(Il)-1,3-bis[ ( 4- chlorophenyl)methyl]-1-benzimidazolium Bromide complex were studied in Heck C-C coupling reaction by using 1-bromo-4-nitrobenzene and styrene as a starting material. The product has been characterized by FTIR and the catalytic activity was determined by using GC-FID. Effect of catalyst loading and effect of time were used as a parameter to observed changes in conversion rate and selectivity. The experimental result was showed at 0.5 mmol % of catalyst loading with 124 turnover number (TON) and at 130 °C in 60 minutes was achieved an excellent catalytic activity. Faculty of Applied Sciences 2017 Student Project NonPeerReviewed text en https://ir.uitm.edu.my/id/eprint/25599/1/PPb_NINA%20NATASHA%20MD%20SANI%20AS%20N%2017_5.pdf Md Sani, Nina Natasha (2017) Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani. (2017) [Student Project] (Submitted)
spellingShingle QD Chemistry
Catalysis
Md Sani, Nina Natasha
Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani
title Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani
title_full Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani
title_fullStr Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani
title_full_unstemmed Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani
title_short Synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / Nina Natasha Md Sani
title_sort synthesis, characterization and catalytic activity of pall adium(ii)-l,3-bis[(4-chl orophenyl)methyl]-1- benzimidazolium bromide complex in heck reaction / nina natasha md sani
topic QD Chemistry
Catalysis
url https://ir.uitm.edu.my/id/eprint/25599/