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

Fatma M. Elantabli; Mduduzi P. Radebe; William M. Motswainyana; Bernard O. Owaga; Samir M. El-Medani; Erik Ekengard; Matti Haukka; Ebbe Nordlander; Martin O. Onani

doi:10.1016/j.jorganchem.2017.04.022

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

Fatma M. Elantabli, Mduduzi P. Radebe, William M. Motswainyana, Bernard O. Owaga, Samir M. El-Medani, Erik Ekengard, Matti Haukka, Ebbe Nordlander, Martin O. Onani

Chemical Physics

Research output: Contribution to journal › Article › peer-review

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 coupling reactions and showed significant catalytic activities that could be correlated with steric and electronic influences.

Original language	English
Pages (from-to)	40-47
Number of pages	8
Journal	Journal of Organometallic Chemistry
Volume	843
DOIs	https://doi.org/10.1016/j.jorganchem.2017.04.022
Publication status	Published - 2017 Aug 15

Subject classification (UKÄ)

Inorganic Chemistry

Free keywords

Heck reactions
Imino-pyridyl
Molecular structures
Palladium
Synthesis

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10.1016/j.jorganchem.2017.04.022

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@article{4f06515ea20c4a55a530b8d8b8449603,

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

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 coupling reactions and showed significant catalytic activities that could be correlated with steric and electronic influences.",

keywords = "Heck reactions, Imino-pyridyl, Molecular structures, Palladium, Synthesis",

author = "Elantabli, {Fatma M.} and Radebe, {Mduduzi P.} and Motswainyana, {William M.} and Owaga, {Bernard O.} and El-Medani, {Samir M.} and Erik Ekengard and Matti Haukka and Ebbe Nordlander and Onani, {Martin O.}",

year = "2017",

month = aug,

day = "15",

doi = "10.1016/j.jorganchem.2017.04.022",

language = "English",

volume = "843",

pages = "40--47",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

}

TY - JOUR

T1 - Thiophene based imino-pyridyl palladium(II) complexes

T2 - Synthesis, molecular structures and Heck coupling reactions

AU - Elantabli, Fatma M.

AU - Radebe, Mduduzi P.

AU - Motswainyana, William M.

AU - Owaga, Bernard O.

AU - El-Medani, Samir M.

AU - Ekengard, Erik

AU - Haukka, Matti

AU - Nordlander, Ebbe

AU - Onani, Martin O.

PY - 2017/8/15

Y1 - 2017/8/15

N2 - 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.

AB - 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.

KW - Heck reactions

KW - Imino-pyridyl

KW - Molecular structures

KW - Palladium

KW - Synthesis

UR - http://www.scopus.com/inward/record.url?scp=85019967243&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2017.04.022

DO - 10.1016/j.jorganchem.2017.04.022

M3 - Article

AN - SCOPUS:85019967243

SN - 0022-328X

VL - 843

SP - 40

EP - 47

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

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

Abstract

Subject classification (UKÄ)

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