Chirality control of a Cu(I) complex of boronic-acid-appended phenanthrolines by sugars. A preliminary step toward the total chain helicity control by a chain-end sugar-binding

Masashi Yamamoto, Masayuki Takeuchi, Seiji Shinkai

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Compound 1 which has a 1,10-phenanthroline moiety to constitute the helical structure and a boronic acid moiety to bind saccharides was synthesized. The Cu(I) complex (as 12·Cu(I)) gave the different CD spectra reflecting the helicity, which is regulated by the absolute configurational structure of saccharides. Thus, the P versus M helicity of the complex can be controlled by the boronic acid-saccharide interaction. The results show that the terminal boronic acid group is useful to create chiral helical structure, the helicity of which is governed by a sugar library.

Original languageEnglish
Pages (from-to)1189-1192
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number10
DOIs
Publication statusPublished - Mar 5 1998

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Boronic Acids
Phenanthrolines
Chirality
Sugars
Libraries

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Chirality control of a Cu(I) complex of boronic-acid-appended phenanthrolines by sugars. A preliminary step toward the total chain helicity control by a chain-end sugar-binding. / Yamamoto, Masashi; Takeuchi, Masayuki; Shinkai, Seiji.

In: Tetrahedron Letters, Vol. 39, No. 10, 05.03.1998, p. 1189-1192.

Research output: Contribution to journalArticle

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