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 journalArticle

40 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 languageEnglish
Pages (from-to)3009-3012
Number of pages4
JournalOrganic Letters
Volume8
Issue number14
DOIs
Publication statusPublished - 2006 Jul 6

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Jung, J. H., Lee, S. J., Kim, J. S., Lee, W. S., Sakata, Y., & Kaneda, T. (2006). α-CD/crown-appended diazophenol for selective sensing of amines. Organic Letters, 8(14), 3009-3012. https://doi.org/10.1021/ol060923k