TY - JOUR
T1 - Bulky 2,6-Dibenzhydryl-4-methylaniline Derived Schiff Base Complexes of Pd(II), Cu(II) and Co(II) as Efficient Catalysts for Suzuki Coupling and Alcohol Oxidation Reactions
AU - Saxena, Priya
AU - Murugavel, Ramaswamy
N1 - Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/5/2
Y1 - 2017/5/2
N2 - Bulky 2,6-dibenzhydryl-4-methylaniline reacts with 2-hydroxybenzaldehyde or 2-pyridinecaboxyaldehyde to form [N,O-] and [N,N] donor ligands, 2-(((2,6-dibenzhydryl-4-methylphenyl)imino)methyl)phenol (L1) and N-(2,6-dibenzhydryl-4-methylphenyl)-1-(pyridin-2-yl)methanimine (L2), respectively. Schiff bases, L1 and L2 on treatment with metal precursors, MCl2 (M = Pd, Cu or Co) in toluene under reflux conditions afford mono- or dinuclear complexes [(L1-H)2M] (M= Pd (1) and Cu (2)) or [L2(μ-Cl)M]2 (M= Cu (3) and Co (4)). The ligands and complexes were structurally characterized through single crystal X-ray diffraction and depending upon the type of compound, further characterized by spectroscopic (IR, Mass, NMR, EPR, UV-Vis), mircroanalytical (CHN), thermal (TGA) and electrochemical (CV) techniques. Complex 1 was employed in Suzuki-Miyaura coupling whereas complexes 2-4 were studied for the oxidation of secondary alcohols. These were found to be efficient catalysts for the respective reaction systems.
AB - Bulky 2,6-dibenzhydryl-4-methylaniline reacts with 2-hydroxybenzaldehyde or 2-pyridinecaboxyaldehyde to form [N,O-] and [N,N] donor ligands, 2-(((2,6-dibenzhydryl-4-methylphenyl)imino)methyl)phenol (L1) and N-(2,6-dibenzhydryl-4-methylphenyl)-1-(pyridin-2-yl)methanimine (L2), respectively. Schiff bases, L1 and L2 on treatment with metal precursors, MCl2 (M = Pd, Cu or Co) in toluene under reflux conditions afford mono- or dinuclear complexes [(L1-H)2M] (M= Pd (1) and Cu (2)) or [L2(μ-Cl)M]2 (M= Cu (3) and Co (4)). The ligands and complexes were structurally characterized through single crystal X-ray diffraction and depending upon the type of compound, further characterized by spectroscopic (IR, Mass, NMR, EPR, UV-Vis), mircroanalytical (CHN), thermal (TGA) and electrochemical (CV) techniques. Complex 1 was employed in Suzuki-Miyaura coupling whereas complexes 2-4 were studied for the oxidation of secondary alcohols. These were found to be efficient catalysts for the respective reaction systems.
KW - Alcohol oxidation
KW - Bulky Schiff base
KW - Hydrogen peroxide
KW - Suzuki coupling
KW - Transition metal
UR - http://www.scopus.com/inward/record.url?scp=85029623558&partnerID=8YFLogxK
U2 - 10.1002/slct.201700657
DO - 10.1002/slct.201700657
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AN - SCOPUS:85029623558
SN - 2365-6549
VL - 2
SP - 3812
EP - 3822
JO - ChemistrySelect
JF - ChemistrySelect
IS - 13
ER -