α-CD/crown-appended diazophenol for selective sensing of amines

Jong Hwa Jung; Soo Jin Lee; Jong Seung Kim; Woo Song Lee; Yoshiteru Sakata; Takahiro Kaneda

doi:10.1021/ol060923k

α-CD/crown-appended diazophenol for selective sensing of amines

Jong Hwa Jung, Soo Jin Lee, Jong Seung Kim, Woo Song Lee, Yoshiteru Sakata, Takahiro Kaneda

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

43 Citations (Scopus)

Abstract

Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3° amines with unique color changes. Addition of 1° and 2° amines to 1 shifts the absorbance maximum of 1 from 380 to ∼580 and ∼530 nm, respectively, but no change is observed with 3° amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.

Original language	English
Pages (from-to)	3009-3012
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	14
DOIs	https://doi.org/10.1021/ol060923k
Publication status	Published - 2006 Jul 6
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3° amines with unique color changes. Addition of 1° and 2° amines to 1 shifts the absorbance maximum of 1 from 380 to ∼580 and ∼530 nm, respectively, but no change is observed with 3° amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.",

author = "Jung, {Jong Hwa} and Lee, {Soo Jin} and Kim, {Jong Seung} and Lee, {Woo Song} and Yoshiteru Sakata and Takahiro Kaneda",

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AU - Jung, Jong Hwa

AU - Lee, Soo Jin

AU - Kim, Jong Seung

AU - Lee, Woo Song

AU - Sakata, Yoshiteru

AU - Kaneda, Takahiro

PY - 2006/7/6

Y1 - 2006/7/6

N2 - Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3° amines with unique color changes. Addition of 1° and 2° amines to 1 shifts the absorbance maximum of 1 from 380 to ∼580 and ∼530 nm, respectively, but no change is observed with 3° amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.

AB - Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3° amines with unique color changes. Addition of 1° and 2° amines to 1 shifts the absorbance maximum of 1 from 380 to ∼580 and ∼530 nm, respectively, but no change is observed with 3° amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.

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ER -

α-CD/crown-appended diazophenol for selective sensing of amines

Abstract

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