Abstract
Compounds 1a and 1b which have a 1,10-phenanthroline moiety, were synthesized in order to form a helical structure in the presence of Cu(I), and a boronic acid with which to bind a saccharide at the chain end. When saccharides were added, the Cu(I) complexes (as 1a2·Cu(I) and 1b2·Cu(I)) gave the CD-active species reflecting the absolute configurational structure of saccharides. Thus, the P versus M helicity of the complexes can be controlled by the boronic acid-saccharide interaction. The results show that the terminal boronic acid group is useful to create the chiral helical structure and the total helicity is governed by the chirality of the boronic acid-bound saccharide.
| Original language | English |
|---|---|
| Pages (from-to) | 9-16 |
| Number of pages | 8 |
| Journal | Journal of the Chemical Society. Perkin Transactions 2 |
| Issue number | 1 |
| Publication status | Published - Jan 1 2000 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
Cite this
Chirality control of a Cu(I)·(phenanthroline)2 complex by a sugar-boronic acid interaction. A preliminary step toward the total chain helicity control by a chain-end sugar-binding. / Yamamoto, Masashi; Takeuchi, Masayuki; Shinkai, Seiji; Tani, Fumito; Naruta, Yoshinori.
In: Journal of the Chemical Society. Perkin Transactions 2, No. 1, 01.01.2000, p. 9-16.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Chirality control of a Cu(I)·(phenanthroline)2 complex by a sugar-boronic acid interaction. A preliminary step toward the total chain helicity control by a chain-end sugar-binding
AU - Yamamoto, Masashi
AU - Takeuchi, Masayuki
AU - Shinkai, Seiji
AU - Tani, Fumito
AU - Naruta, Yoshinori
PY - 2000/1/1
Y1 - 2000/1/1
N2 - Compounds 1a and 1b which have a 1,10-phenanthroline moiety, were synthesized in order to form a helical structure in the presence of Cu(I), and a boronic acid with which to bind a saccharide at the chain end. When saccharides were added, the Cu(I) complexes (as 1a2·Cu(I) and 1b2·Cu(I)) gave the CD-active species reflecting the absolute configurational structure of saccharides. Thus, the P versus M helicity of the complexes can be controlled by the boronic acid-saccharide interaction. The results show that the terminal boronic acid group is useful to create the chiral helical structure and the total helicity is governed by the chirality of the boronic acid-bound saccharide.
AB - Compounds 1a and 1b which have a 1,10-phenanthroline moiety, were synthesized in order to form a helical structure in the presence of Cu(I), and a boronic acid with which to bind a saccharide at the chain end. When saccharides were added, the Cu(I) complexes (as 1a2·Cu(I) and 1b2·Cu(I)) gave the CD-active species reflecting the absolute configurational structure of saccharides. Thus, the P versus M helicity of the complexes can be controlled by the boronic acid-saccharide interaction. The results show that the terminal boronic acid group is useful to create the chiral helical structure and the total helicity is governed by the chirality of the boronic acid-bound saccharide.
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M3 - Article
AN - SCOPUS:0033993067
SP - 9
EP - 16
JO - Journal of the Chemical Society, Perkin Transactions 2
JF - Journal of the Chemical Society, Perkin Transactions 2
SN - 1470-1820
IS - 1
ER -