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Binuclear Cu(II) chiral complexes: synthesis, characterization and application in enantioselective nitroaldol (Henry) reaction
Author(s) -
Chinnaraja E.,
Arunachalam R.,
Choudhary Manoj K.,
Kureshy R. I.,
Subramanian P. S.
Publication year - 2016
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3404
Subject(s) - enantiopure drug , chemistry , enantioselective synthesis , nitroaldol reaction , chirality (physics) , circular dichroism , copper , catalysis , metal , stereochemistry , yield (engineering) , combinatorial chemistry , polymer chemistry , organic chemistry , materials science , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model , metallurgy
Enantiopure macrocyclic ligands were synthesized from (1 R ,2 R )‐(+)‐ and (1 S ,2 S )‐(−)‐diphenylethylenediamine with 3,3'‐methylenebis(5‐( tert ‐butyl)‐2‐hydroxybenzaldehyde) and characterized. The chirality transfer and chiral inversion from ligand to copper(II) metal centre were studied using circular dichroism spectroscopy. The enantiopure binuclear copper(II) complexes (ΔΔ and ΛΛ) were used as catalysts for asymmetric nitroaldol reaction to generate β‐nitroalcohol with 88% yield and 67% enantioselectivity . Copyright © 2015 John Wiley & Sons, Ltd.