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LUND UNIVERSITY LIBRARIES

Synthesis and Reactivity of (PCNMe) Pincer Palladium Complexes

Mousa, Abdelrazek LU (2013) KEMR12 20122
Department of Chemistry
Abstract
New (PCNMe) pincer Pd(II) complexes were synthesized and their properties were studied in various reactions. (PCNMe)Pd-Br was synthesized and employed as catalyst for Suzuki cross-coupling reactions of aryl halides (e.g. bromobenzene, 4-bromotoulene and 4-bromobenzaldehyde) with phenylboronic acids (e.g. phenylboronic acid, 4-formyl phenylboronic acid and p-tolyl boronic acid). High yields and high turnover numbers were achieved using catalyst loading of only 0.05 %.
To gain deeper insight into the mechanism of this coupling reactions (PCNMe)Pd complexes bearing palladium carbon bonds were synthesized and its reactivity with aryl halides (or phenyl bromide) was studied. In kinetic experiments the influence of different additives on the... (More)
New (PCNMe) pincer Pd(II) complexes were synthesized and their properties were studied in various reactions. (PCNMe)Pd-Br was synthesized and employed as catalyst for Suzuki cross-coupling reactions of aryl halides (e.g. bromobenzene, 4-bromotoulene and 4-bromobenzaldehyde) with phenylboronic acids (e.g. phenylboronic acid, 4-formyl phenylboronic acid and p-tolyl boronic acid). High yields and high turnover numbers were achieved using catalyst loading of only 0.05 %.
To gain deeper insight into the mechanism of this coupling reactions (PCNMe)Pd complexes bearing palladium carbon bonds were synthesized and its reactivity with aryl halides (or phenyl bromide) was studied. In kinetic experiments the influence of different additives on the reaction were analyzed to investigate their role in the C-C coupling step. (Less)
Abstract
Popular Science Summary

Synthesis and Reactivity of (PCNMe) Pincer Pd(II) Complexes
Cross coupling reactions are considered one of the most important in the field of organic chemistry where C-C and C-X (X= Heteroatom) bonds easy to form in presence of catalyst. These reactions have been employed to synthesize different types of drugs, polymers and agricultural chemicals.
Palladium complexes were employed as catalysts for these reactions especially the complexes which are produced from the cyclometallation of tridentate ligand known as pincer ligand with palladium.
Pincer palladium complexes are thermally stable and are not sensitive to air and moisture so it’s easy to be handled in contrast to the traditional Pd(0) complexes.
The... (More)
Popular Science Summary

Synthesis and Reactivity of (PCNMe) Pincer Pd(II) Complexes
Cross coupling reactions are considered one of the most important in the field of organic chemistry where C-C and C-X (X= Heteroatom) bonds easy to form in presence of catalyst. These reactions have been employed to synthesize different types of drugs, polymers and agricultural chemicals.
Palladium complexes were employed as catalysts for these reactions especially the complexes which are produced from the cyclometallation of tridentate ligand known as pincer ligand with palladium.
Pincer palladium complexes are thermally stable and are not sensitive to air and moisture so it’s easy to be handled in contrast to the traditional Pd(0) complexes.
The aim of this work is to study the mechanism of C-C bond formation. Therefore, (PCNMe)Pd-Phenylacetylide was synthesized and was reacted with bromobenzene in presence and absence of additives.
Nuclear Magnetic Resonance (NMR) was very useful tool during this study where 1 H- and 31P-NMR spectra were measured during the course of the reaction. By interpreting the spectra and by studying the influence of different additives in the progress of the reaction, a mechanism involving soluble Pd(0) would be suggested for the formation of the cross coupling product. (Less)
Please use this url to cite or link to this publication:
author
Mousa, Abdelrazek LU
supervisor
organization
course
KEMR12 20122
year
type
H2 - Master's Degree (Two Years)
subject
keywords
oorganisk kemi, inorganic chemistry
language
English
id
3919793
date added to LUP
2013-07-22 15:49:44
date last changed
2013-07-22 15:49:44
@misc{3919793,
  abstract     = {Popular Science Summary

Synthesis and Reactivity of (PCNMe) Pincer Pd(II) Complexes
Cross coupling reactions are considered one of the most important in the field of organic chemistry where C-C and C-X (X= Heteroatom) bonds easy to form in presence of catalyst. These reactions have been employed to synthesize different types of drugs, polymers and agricultural chemicals.
Palladium complexes were employed as catalysts for these reactions especially the complexes which are produced from the cyclometallation of tridentate ligand known as pincer ligand with palladium.
Pincer palladium complexes are thermally stable and are not sensitive to air and moisture so it’s easy to be handled in contrast to the traditional Pd(0) complexes.
The aim of this work is to study the mechanism of C-C bond formation. Therefore, (PCNMe)Pd-Phenylacetylide was synthesized and was reacted with bromobenzene in presence and absence of additives.
Nuclear Magnetic Resonance (NMR) was very useful tool during this study where 1 H- and 31P-NMR spectra were measured during the course of the reaction. By interpreting the spectra and by studying the influence of different additives in the progress of the reaction, a mechanism involving soluble Pd(0) would be suggested for the formation of the cross coupling product.},
  author       = {Mousa, Abdelrazek},
  keyword      = {oorganisk kemi,inorganic chemistry},
  language     = {eng},
  note         = {Student Paper},
  title        = {Synthesis and Reactivity of (PCNMe) Pincer Palladium Complexes},
  year         = {2013},
}