Di- and tetracarboxylate ligands for highly luminescent terbium(III) complexes on the basis of sulfonylcalix[4]arene scaffold

Takayuki Horiuchi; Nobuhiko Iki; Hitoshi Hoshino; Chizuko Kabuto; Sotaro Miyano

doi:10.1016/j.tetlet.2006.11.153

Di- and tetracarboxylate ligands for highly luminescent terbium(III) complexes on the basis of sulfonylcalix[4]arene scaffold

Takayuki Horiuchi, Nobuhiko Iki, Hitoshi Hoshino, Chizuko Kabuto, Sotaro Miyano

ENV - Frontier Science for Advanced Environment

Tohoku University

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

10 Citations (Scopus)

Abstract

New di- (2) and tetracarboxylate ligands (4) were prepared on a sulfonylcalix[4]arene platform by O-alkylation of thiacalix[4]arene with ethyl bromoacetate, followed by hydrolysis of the ester function and oxidation of the sulfide bridges. The sulfonyl-based ligands 2 and 4 formed luminescent 1:1 complexes with terbium(III) ion having higher luminescent quantum yield (Φ = 0.29₁ and 0.28₇, respectively) than 1:1 complexes of the corresponding thiacalix[4]arene-based di- (1) and tetracarboxylate ligands (3) (Φ = 0.03₈ and 0.00₃, respectively), implying higher efficiency of sulfonyl ligands (2 and 4) than those of thia ligands (1 and 3) in the energy transfer process.

Original language	English
Pages (from-to)	821-825
Number of pages	5
Journal	Tetrahedron Letters
Volume	48
Issue number	5
DOIs	https://doi.org/10.1016/j.tetlet.2006.11.153
Publication status	Published - 2007 Jan 29

Keywords

Calixarenes
Ligand
Luminescence
Terbium

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10.1016/j.tetlet.2006.11.153

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title = "Di- and tetracarboxylate ligands for highly luminescent terbium(III) complexes on the basis of sulfonylcalix[4]arene scaffold",

abstract = "New di- (2) and tetracarboxylate ligands (4) were prepared on a sulfonylcalix[4]arene platform by O-alkylation of thiacalix[4]arene with ethyl bromoacetate, followed by hydrolysis of the ester function and oxidation of the sulfide bridges. The sulfonyl-based ligands 2 and 4 formed luminescent 1:1 complexes with terbium(III) ion having higher luminescent quantum yield (Φ = 0.291 and 0.287, respectively) than 1:1 complexes of the corresponding thiacalix[4]arene-based di- (1) and tetracarboxylate ligands (3) (Φ = 0.038 and 0.003, respectively), implying higher efficiency of sulfonyl ligands (2 and 4) than those of thia ligands (1 and 3) in the energy transfer process.",

keywords = "Calixarenes, Ligand, Luminescence, Terbium",

author = "Takayuki Horiuchi and Nobuhiko Iki and Hitoshi Hoshino and Chizuko Kabuto and Sotaro Miyano",

year = "2007",

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T1 - Di- and tetracarboxylate ligands for highly luminescent terbium(III) complexes on the basis of sulfonylcalix[4]arene scaffold

AU - Horiuchi, Takayuki

AU - Iki, Nobuhiko

AU - Hoshino, Hitoshi

AU - Kabuto, Chizuko

AU - Miyano, Sotaro

PY - 2007/1/29

Y1 - 2007/1/29

N2 - New di- (2) and tetracarboxylate ligands (4) were prepared on a sulfonylcalix[4]arene platform by O-alkylation of thiacalix[4]arene with ethyl bromoacetate, followed by hydrolysis of the ester function and oxidation of the sulfide bridges. The sulfonyl-based ligands 2 and 4 formed luminescent 1:1 complexes with terbium(III) ion having higher luminescent quantum yield (Φ = 0.291 and 0.287, respectively) than 1:1 complexes of the corresponding thiacalix[4]arene-based di- (1) and tetracarboxylate ligands (3) (Φ = 0.038 and 0.003, respectively), implying higher efficiency of sulfonyl ligands (2 and 4) than those of thia ligands (1 and 3) in the energy transfer process.

AB - New di- (2) and tetracarboxylate ligands (4) were prepared on a sulfonylcalix[4]arene platform by O-alkylation of thiacalix[4]arene with ethyl bromoacetate, followed by hydrolysis of the ester function and oxidation of the sulfide bridges. The sulfonyl-based ligands 2 and 4 formed luminescent 1:1 complexes with terbium(III) ion having higher luminescent quantum yield (Φ = 0.291 and 0.287, respectively) than 1:1 complexes of the corresponding thiacalix[4]arene-based di- (1) and tetracarboxylate ligands (3) (Φ = 0.038 and 0.003, respectively), implying higher efficiency of sulfonyl ligands (2 and 4) than those of thia ligands (1 and 3) in the energy transfer process.

KW - Calixarenes

KW - Ligand

KW - Luminescence

KW - Terbium

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DO - 10.1016/j.tetlet.2006.11.153

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 5

ER -

Di- and tetracarboxylate ligands for highly luminescent terbium(III) complexes on the basis of sulfonylcalix[4]arene scaffold

Abstract

Keywords

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