Induction of chirality into metal complexes by boronic acid-sugar interactions

Guido Nuding, Kazuaki Nakashima, Ritsuko Iguchi, Tsutomu Ishi-i, Seiji Shinkai

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Abstract

By sonication in MeOHN-m-(phenylboronic acid)-2,2'-bipyridine-5- carboxylamide easily formed its bidentate boronate sugar ligands. Solutions of the corresponding Cu(I) and Fe(II) complexes showed opposite CD effects for the D and the L form of the sugar. The stoichiometry of the metal complexes was determined by Job plots and by mass spectrometry. A macrocyclic structure, that includes ten cycles, is proposed as the most probable CD- active species.

Original languageEnglish
Pages (from-to)9473-9476
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number51
DOIs
Publication statusPublished - Dec 17 1998
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Nuding, G., Nakashima, K., Iguchi, R., Ishi-i, T., & Shinkai, S. (1998). Induction of chirality into metal complexes by boronic acid-sugar interactions. Tetrahedron Letters, 39(51), 9473-9476. https://doi.org/10.1016/S0040-4039(98)02148-0