New ditopic and tripodal 1,2,4-triazole- and tetrazole-based ligands for coordination chemistry

Boland, Yves;Hertsens, P;Marchand-Brynaert, Jacqueline;Garcia, Yann
(2006) Synthesis : journal of synthetic organic chemistry — n° 9, p. 1504-1512 (2006)

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  • Boland, YvesUCLouvain
    Author
  • Hertsens, PUCLouvain
    Author
  • Marchand-Brynaert, JacquelineUCLouvain
    Author
  • Garcia, Yannorcid-logoUCLouvain
    Author
Abstract
The practical synthesis of two new classes of polytopic azole-based ligands is reported. The synthesis of the precursor amines was achieved by substitution of a leaving group by an azide followed by reduction with triphenylphosphine and water. Another efficient method employs a Mitsunobu coupling with phthalimide allowing the conversion of a primary alcohol into a primary amine. The triazole and tetrazole were obtained by cyclization of these amine precursors. The first family consisted of ditopic ligands containing both 1-R-tetrazole and 4-R-1,2,4-triazole moieties linked by an alkyl spacer, white the second consists of branched ligands with three azole cycles linked to a benzene core through ether bonds. Both classes are suitable for building multidimensional polynuclear coordination assemblies and for the observation of thermal spin state crossover behavior with iron(II) ions.
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Boland, Y., Hertsens, P., Marchand-Brynaert, J., & Garcia, Y. (2006). New ditopic and tripodal 1,2,4-triazole- and tetrazole-based ligands for coordination chemistry. Synthesis : journal of synthetic organic chemistry, 9, 1504-1512. https://doi.org/10.1055/s-2006-926439 (Original work published 2006)