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Thiophene based imino-pyridyl palladium(II) complexes : Synthesis, molecular structures and Heck coupling reactions

Elantabli, Fatma M. LU ; Radebe, Mduduzi P.; Motswainyana, William M.; Owaga, Bernard O.; El-Medani, Samir M.; Ekengard, Erik LU ; Haukka, Matti; Nordlander, Ebbe LU and Onani, Martin O. (2017) In Journal of Organometallic Chemistry 843. p.40-47
Abstract

The new compounds (5-methyl-2-thiophene-2-pyridyl(R))imine [R = methyl (L1); R = ethyl (L2)] and (5-bromo-2-thiophene-2-pyridyl(R)imine [R = methyl (L3); R = ethyl (L4)] were successfully synthesized via Schiff base condensation reaction and obtained in good yields. These potential ligands were reacted with [PdCl2(COD)] and [PdClMe(COD)] to give the corresponding complexes [PdCl2(L)] (L = L1-L4; 1–4) and [PdClMe(L)] (L = L1-L4; 5–8). All compounds were characterized by IR, 1H and 13C NMR spectroscopy, elemental analysis and mass spectrometry. The molecular structures of 1, 2, 6 and 8 were confirmed by X-ray crystallography. The complexes were evaluated as catalyst precursors for standard Heck... (More)

The new compounds (5-methyl-2-thiophene-2-pyridyl(R))imine [R = methyl (L1); R = ethyl (L2)] and (5-bromo-2-thiophene-2-pyridyl(R)imine [R = methyl (L3); R = ethyl (L4)] were successfully synthesized via Schiff base condensation reaction and obtained in good yields. These potential ligands were reacted with [PdCl2(COD)] and [PdClMe(COD)] to give the corresponding complexes [PdCl2(L)] (L = L1-L4; 1–4) and [PdClMe(L)] (L = L1-L4; 5–8). All compounds were characterized by IR, 1H and 13C NMR spectroscopy, elemental analysis and mass spectrometry. The molecular structures of 1, 2, 6 and 8 were confirmed by X-ray crystallography. The complexes were evaluated as catalyst precursors for standard Heck coupling reactions and showed significant catalytic activities that could be correlated with steric and electronic influences.

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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Heck reactions, Imino-pyridyl, Molecular structures, Palladium, Synthesis
in
Journal of Organometallic Chemistry
volume
843
pages
8 pages
publisher
Elsevier
external identifiers
  • scopus:85019967243
ISSN
0022-328X
DOI
10.1016/j.jorganchem.2017.04.022
language
English
LU publication?
yes
id
4f06515e-a20c-4a55-a530-b8d8b8449603
date added to LUP
2017-06-14 11:30:59
date last changed
2017-06-14 11:30:59
@article{4f06515e-a20c-4a55-a530-b8d8b8449603,
  abstract     = {<p>The new compounds (5-methyl-2-thiophene-2-pyridyl(R))imine [R = methyl (L1); R = ethyl (L2)] and (5-bromo-2-thiophene-2-pyridyl(R)imine [R = methyl (L3); R = ethyl (L4)] were successfully synthesized via Schiff base condensation reaction and obtained in good yields. These potential ligands were reacted with [PdCl<sub>2</sub>(COD)] and [PdClMe(COD)] to give the corresponding complexes [PdCl<sub>2</sub>(L)] (L = L1-L4; 1–4) and [PdClMe(L)] (L = L1-L4; 5–8). All compounds were characterized by IR, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, elemental analysis and mass spectrometry. The molecular structures of 1, 2, 6 and 8 were confirmed by X-ray crystallography. The complexes were evaluated as catalyst precursors for standard Heck coupling reactions and showed significant catalytic activities that could be correlated with steric and electronic influences.</p>},
  author       = {Elantabli, Fatma M. and Radebe, Mduduzi P. and Motswainyana, William M. and Owaga, Bernard O. and El-Medani, Samir M. and Ekengard, Erik and Haukka, Matti and Nordlander, Ebbe and Onani, Martin O.},
  issn         = {0022-328X},
  keyword      = {Heck reactions,Imino-pyridyl,Molecular structures,Palladium,Synthesis},
  language     = {eng},
  month        = {08},
  pages        = {40--47},
  publisher    = {Elsevier},
  series       = {Journal of Organometallic Chemistry},
  title        = {Thiophene based imino-pyridyl palladium(II) complexes : Synthesis, molecular structures and Heck coupling reactions},
  url          = {http://dx.doi.org/10.1016/j.jorganchem.2017.04.022},
  volume       = {843},
  year         = {2017},
}