Journal of Organic Chemistry, volume 66, issue 22, pages 7328-7333

Application of 2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to Fluorescent Probes Sensing pH and Metal Cations

KIYOSHI TANAKA ¹

Tsutomu Kumagai ¹

Hiroko Aoki ¹

Makoto DEGUCHI ¹

Satoru Iwata ¹

Show full list: 5 authors

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Faculty of Engineering, Seikei University, Musashino-shi, Tokyo 180-8633, Japan |

Publication type: Journal Article

Publication date: 2001-10-06

American Chemical Society (ACS)

Journal: Journal of Organic Chemistry

scimago Q2

SJR: 0.724

CiteScore: 6.2

Impact factor: 3.3

ISSN: 00223263, 15206904

DOI: 10.1021/jo010462a

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PubMed ID: 11681945

Organic Chemistry

Abstract

2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole (3) and benzothiazole analogue (4) are prepared by the two-step procedures from the corresponding 2-(pentafluorophenyl)benzazoles. Benzoxazole 3 is applicable to a fluorescent probe sensing magnesium cation, and 4 is suitable for sensing zinc cation. Both fluorophores 3 and 4 are sensitive to the pH change at pH 7-8, resulting in large fluorescence enhancement under basic conditions. Their high sensitivity to pH and selectivity in metal cations are ascribed to the high acidity of the fluorophenol moiety.

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GOST |

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GOST Copy

TANAKA K. et al. Application of 2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to Fluorescent Probes Sensing pH and Metal Cations // Journal of Organic Chemistry. 2001. Vol. 66. No. 22. pp. 7328-7333.

GOST all authors (up to 50) Copy

TANAKA K., Kumagai T., Aoki H., DEGUCHI M., Iwata S. Application of 2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to Fluorescent Probes Sensing pH and Metal Cations // Journal of Organic Chemistry. 2001. Vol. 66. No. 22. pp. 7328-7333.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/jo010462a

UR - https://doi.org/10.1021/jo010462a

TI - Application of 2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to Fluorescent Probes Sensing pH and Metal Cations

T2 - Journal of Organic Chemistry

AU - TANAKA, KIYOSHI

AU - Kumagai, Tsutomu

AU - Aoki, Hiroko

AU - DEGUCHI, Makoto

AU - Iwata, Satoru

PY - 2001

DA - 2001/10/06

PB - American Chemical Society (ACS)

SP - 7328-7333

IS - 22

VL - 66

PMID - 11681945

SN - 0022-3263

SN - 1520-6904

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2001_TANAKA,

author = {KIYOSHI TANAKA and Tsutomu Kumagai and Hiroko Aoki and Makoto DEGUCHI and Satoru Iwata},

title = {Application of 2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to Fluorescent Probes Sensing pH and Metal Cations},

journal = {Journal of Organic Chemistry},

year = {2001},

volume = {66},

publisher = {American Chemical Society (ACS)},

month = {oct},

url = {https://doi.org/10.1021/jo010462a},

number = {22},

pages = {7328--7333},

doi = {10.1021/jo010462a}

}

MLA

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MLA Copy

TANAKA, KIYOSHI, et al. “Application of 2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to Fluorescent Probes Sensing pH and Metal Cations.” Journal of Organic Chemistry, vol. 66, no. 22, Oct. 2001, pp. 7328-7333. https://doi.org/10.1021/jo010462a.

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Publisher

American Chemical Society (ACS)

Journal

Journal of Organic Chemistry

scimago Q2

SJR

0.724

CiteScore

6.2

Impact factor

3.3

ISSN

00223263 (Print)

15206904 (Electronic)