Metal-induced conformational change in pyrene-appended calix[4]crown-4 which is useful for metal sensing and guest tweezing

Hitoshi Matsumoto; Seiji Shinkai

doi:10.1016/0040-4039(95)02106-X

Metal-induced conformational change in pyrene-appended calix[4]crown-4 which is useful for metal sensing and guest tweezing

Hitoshi Matsumoto
, Seiji Shinkai

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

66 Citations (Scopus)

Abstract

Calix[4]crown (1) bearing an ionophoric cavity on the lower rim and two pyrene groups on the upper rim was synthesized. The metal-binding to the ionophoric cavity changed the distance between two pyrene moieties, which was reflected by a large change in the monomer/excimer fluorescence intensity ratio. This phenomenon was applied to (i) fluorescence sensing of alkali metal cations and (ii) metal-controlled tweezing of a guest (trinitrobenzene). It was shown that the ionophoric cavity can accept only Li⁺ and Na⁺ (Na⁺ > Li⁺) but not at all K⁺.

Original language	English
Pages (from-to)	77-80
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	1
DOIs	https://doi.org/10.1016/0040-4039(95)02106-X
Publication status	Published - Jan 1 1996
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(95)02106-X

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title = "Metal-induced conformational change in pyrene-appended calix[4]crown-4 which is useful for metal sensing and guest tweezing",

abstract = "Calix[4]crown (1) bearing an ionophoric cavity on the lower rim and two pyrene groups on the upper rim was synthesized. The metal-binding to the ionophoric cavity changed the distance between two pyrene moieties, which was reflected by a large change in the monomer/excimer fluorescence intensity ratio. This phenomenon was applied to (i) fluorescence sensing of alkali metal cations and (ii) metal-controlled tweezing of a guest (trinitrobenzene). It was shown that the ionophoric cavity can accept only Li+ and Na+ (Na+ > Li+) but not at all K+.",

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AU - Matsumoto, Hitoshi

AU - Shinkai, Seiji

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Y1 - 1996/1/1

N2 - Calix[4]crown (1) bearing an ionophoric cavity on the lower rim and two pyrene groups on the upper rim was synthesized. The metal-binding to the ionophoric cavity changed the distance between two pyrene moieties, which was reflected by a large change in the monomer/excimer fluorescence intensity ratio. This phenomenon was applied to (i) fluorescence sensing of alkali metal cations and (ii) metal-controlled tweezing of a guest (trinitrobenzene). It was shown that the ionophoric cavity can accept only Li+ and Na+ (Na+ > Li+) but not at all K+.

AB - Calix[4]crown (1) bearing an ionophoric cavity on the lower rim and two pyrene groups on the upper rim was synthesized. The metal-binding to the ionophoric cavity changed the distance between two pyrene moieties, which was reflected by a large change in the monomer/excimer fluorescence intensity ratio. This phenomenon was applied to (i) fluorescence sensing of alkali metal cations and (ii) metal-controlled tweezing of a guest (trinitrobenzene). It was shown that the ionophoric cavity can accept only Li+ and Na+ (Na+ > Li+) but not at all K+.

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DO - 10.1016/0040-4039(95)02106-X

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SN - 0040-4039

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 1

ER -

Metal-induced conformational change in pyrene-appended calix[4]crown-4 which is useful for metal sensing and guest tweezing

Abstract

All Science Journal Classification (ASJC) codes

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