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Synthesis 2001; 2001(3): 0468-0472
DOI: 10.1055/s-2001-11438
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The Synthesis of Amino Acid Bridged Dicatechol Derivatives

Markus Albrecht* , Matthias Napp, Matthias Schneider
  • *Institut für Organische Chemie, Universität Karlsruhe, Richard-Willstätter-Allee, 76131 Karlsruhe, Germany; Fax + 49(7 21)69 85 29; E-mail: albrecht@ochhades.chemie.uni-karlsruhe.de
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Publication Date:
31 December 2001 (online)

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Amino acid bridged dicatechol ligands 1 a - e are synthesized by a stepwise coupling procedure. First 2,3-dimethoxybenzoic acid (2) is coupled with the amino acid (3 a - e) followed by a second coupling step of the obtained derivatives 4 a - e with 2,3-dimethoxybenzyl amine (5). As coupling reagents for the amide bonds either DDC/NHS or EDC/HOBt are used. In the final step of the reaction sequence the methyl ethers of the ligand precursors 6 a - e are potential building blocks for metallo-supramolecular chemistry.

amino acids - catechol - ligands - amides - supramolecular chemistry