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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
Author(s) -
Saxena Priya,
Murugavel Ramaswamy
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700657
Subject(s) - chemistry , schiff base , catalysis , phenol , toluene , medicinal chemistry , pincer movement , electron paramagnetic resonance , suzuki reaction , metal , crystal structure , coupling reaction , alcohol , electrochemistry , polymer chemistry , nuclear chemistry , inorganic chemistry , palladium , crystallography , organic chemistry , physics , nuclear magnetic resonance , electrode
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 ( L 1 ) and N ‐(2,6‐dibenzhydryl‐4‐methylphenyl)‐1‐(pyridin‐2‐yl)methanimine ( L 2 ), respectively. Schiff bases, L 1 and L 2 on treatment with metal precursors, MCl 2 (M = Pd, Cu or Co) in toluene under reflux conditions afford mono‐ or dinuclear complexes [( L 1 ‐H) 2 M] (M= Pd ( 1 ) and Cu ( 2 )) or [ L 2 ( 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.