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)

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Summary

Introduction

Synthetic route to novel asymmetric tetradentate ligands containing both amino and imino groups González-Noya,2 Rosa Pedrido,2 Laura Rodríguez,1 Marcelino Maneiro1,*

Results
Conclusion
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