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Target Concepts:
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Query: EC:6.2.1.1 (
ACS
)
78,556
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
A reaction between sodium 2-formylbenzenesulfonate and aniline revealed the near-quantitative (91%) formation of sodium-2-((phenylimino)methyl)benzenesulfonate
L1
. The identity of
L1
was unambiguously ascertained using spectroscopic and analytical methods. The scope of this methodology was widened and various electron-donating amines were treated with sodium 2-formylbenzenesulfonate, and a small library of 6 imine ligands
L2-L6
was generated. When
L2
was treated with [(COD)PdMeCl], instead of the anticipated [
L2
PdMe(DMSO)] complex, the formation of [(DMSO)
2
Pd
2
Cl
2
Me
2
]
Pd-Dim
was observed. Nevertheless, the desired imino-
methyl benzenesulfonate
-ligated palladium complex [
L2
PdMe(Lu)]
C1
was obtained by in situ abstraction of chloride and addition of bulky 2,6-lutidine as the donor group. The observation of characteristic Pd-Me protons at 0.06 ppm and the corresponding carbon at -8.1 ppm indicated the formation of
C1
. These 1D NMR observations were corroborated by 2D C-H correlation spectra and mass analysis, and the existence of
C1
was unambiguously ascertained. Along the same lines,
L4
and
L5
were treated with a palladium precursor to produce [
L4/5
PdMe(Lu)]-type complexes
C2-C3
in 55-84% yield, and their identity was established by using a combination of spectroscopic tools, analytical methods, and single-crystal X-ray diffraction. The synthetic utility of
C1-C3
has been demonstrated by utilizing these complexes in the insertion polymerization of ethylene to polyethylene.
ACS
Omega 2019 May 31
PMID:Neutral Imino-Methyl Benzenesulfonate-Ligated Pd(II) Complexes and Implications in Ethylene Polymerization. 3146 41
