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New copper(II) salicylaldimine derivatives for mild oxidation of cyclohexane

Busa, Asanda V. (author)
University of the Western Cape
Lalancette, Roger (author)
Rutgers University: The State University of New Jersey
Nordlander, Ebbe (author)
Lund University,Lunds universitet,Kemisk fysik,Enheten för fysikalisk och teoretisk kemi,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Chemical Physics,Physical and theoretical chemistry,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH
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Onani, Martin (author)
University of the Western Cape
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 (creator_code:org_t)
2018-05-26
2018
English.
In: Journal of Chemical Sciences. - : Springer Science and Business Media LLC. - 0974-3626 .- 0973-7103. ; 130:6
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Abstract: Two new salicylaldiminato-copper(II) complexes, [Cu(L1)2] (1) and [Cu(L2)2] (2) (where HL1= 4 -tert-Butyl-2-[(thiophen-2-ylmethylimino)-methyl]-phenol and HL2= 2 , 4 -Di-tert-butyl-6-[(thiophen-2-ylmethylimino)-methyl]-phenol), endowed with a pendant thiophenyl moiety, were synthesized and characterized using standard spectroscopic techniques (FT-IR, UV-Vis, MS) and elemental analysis. Complexes 1 and 2 were unequivocally characterized by single crystal X-ray crystallography, which confirmed bidentate bis-chelation of the deprotonated -L1 and -L2 ligands to the copper (II) centres via the phenoxo and imine atoms forming square planar complexes. The copper(II)-hydroperoxo derivatives of 1 and 2 ([(L1)2CuII-OOH] (3) and [(L2)2CuII-OOH] (4)) were also synthesized and the formation of the active intermediate in solution studied. Complexes 1 and 2 were tested as catalyst precursors in cyclohexane oxidation under mild reaction conditions using hydrogen peroxide (H 2O 2) as a terminal oxidant, and were found to catalyse oxidation of the substrate with yields comparable to similar mononuclear and even multinuclear copper complexes. Graphical Abstract: Synopsis Synthesis, characterisation, and molecular structure of salicylaldiminato-copper(II) complexes, and their catalytic evaluation in the oxidation of cyclohexane employing hydrogen peroxide as a terminal oxidant have been studied. The complexes catalysed conversion of cyclohexane with appreciable yields. [Figure not available: see fulltext.].

Subject headings

NATURVETENSKAP  -- Kemi -- Fysikalisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Physical Chemistry (hsv//eng)

Keyword

Copper
cyclohexane
hydroperoxo complex
oxidation

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Busa, Asanda V.
Lalancette, Roge ...
Nordlander, Ebbe
Onani, Martin
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