Abstract
The synthesis of a new asymmetric ligand (E)-4-bromo-2-(((2-((5-bromo-2-hydroxybenzyl)(methyl)amino)ethyl)imino)methyl)phenol, which was conceived to model the asymmetry in the active site of peroxidase/catalase mimics, is reported. The new synthetic route involves seven steps: 1) obtention of phthalimido-acetal; 2) Acetal deprotection; 3) Synthesis of the salicylamine; 4) Obtention of the benzoxacine; 5) Reduction of the benzoxacine with NaBH3CN; 6) Reduction with hydrazine to form salycilamine; 7) Synthesis of the final ligand by condensation of salicylamine with salycilaldehyde. All organic products were characterised by microanalysis and 1H NMR, IR and mass spectroscopies.
Highlights
The synthesis of the new asymmetric ligand (E)-4-bromo-2-(((2-((5-bromo-2hydroxybenzyl)(methyl)amino)ethyl)imino)methyl)phenol, which was conceived to model the asymmetry in the active site of peroxidase/catalase mimics, is reported
All organic products were characterised by microanalysis, 1H NMR, IR and mass spectroscopies
Br δ(‐H)(7) δ(Harom)(2),(8) δ(‐CH2‐)(6) δ (‐CH2‐)(3) δ (‐CH2‐)(5) δ(‐CH3)(4)
Summary
Synthetic route to novel asymmetric tetradentate ligands containing both amino and imino groups González-Noya,2 Rosa Pedrido,2 Laura Rodríguez,1 Marcelino Maneiro1,*
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