Molecular design of hard-soft ditopic metal-binding sites on a calix[4]arene platform

Kwang Nak Koh; Tomoyuki Imada; Takeshi Nagasaki; Seiji Shinkai

doi:10.1016/S0040-4039(00)73138-8

Molecular design of hard-soft ditopic metal-binding sites on a calix[4]arene platform

Kwang Nak Koh, Tomoyuki Imada, Takeshi Nagasaki, Seiji Shinkai

Institute for Advanced Study

Research output: Contribution to journal › Article › peer-review

26 Citations (Scopus)

Abstract

Ditopic "hard"-"soft" metal binding-sites composed of four EtS(CH₂)_nNHCOCH₂O-groups were designed for the first time on a calix[4]arene platform. N = 2 is too short to form a bimetallic complex whereas n = 6 is long enough to accept two metal ions. ¹H NMR spectral studies established that although Cd²⁺ bound to the "soft" binding-site excludes Na⁺ out of the "hard" binding-site, Ag⁺ can be co-existent with Na⁺ in the ionophoric cavity.

Original language	English
Pages (from-to)	4157-4160
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	24
DOIs	https://doi.org/10.1016/S0040-4039(00)73138-8
Publication status	Published - Jun 13 1994

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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AU - Koh, Kwang Nak

AU - Imada, Tomoyuki

AU - Nagasaki, Takeshi

AU - Shinkai, Seiji

PY - 1994/6/13

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N2 - Ditopic "hard"-"soft" metal binding-sites composed of four EtS(CH2)nNHCOCH2O-groups were designed for the first time on a calix[4]arene platform. N = 2 is too short to form a bimetallic complex whereas n = 6 is long enough to accept two metal ions. 1H NMR spectral studies established that although Cd2+ bound to the "soft" binding-site excludes Na+ out of the "hard" binding-site, Ag+ can be co-existent with Na+ in the ionophoric cavity.

AB - Ditopic "hard"-"soft" metal binding-sites composed of four EtS(CH2)nNHCOCH2O-groups were designed for the first time on a calix[4]arene platform. N = 2 is too short to form a bimetallic complex whereas n = 6 is long enough to accept two metal ions. 1H NMR spectral studies established that although Cd2+ bound to the "soft" binding-site excludes Na+ out of the "hard" binding-site, Ag+ can be co-existent with Na+ in the ionophoric cavity.

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