A pyrylium-coumarin dyad as a colorimetric receptor for ratiometric detection of cyanide anions by two absorption bands in the visible region

作者:Shiraishi Yasuhiro; Nakamura Masaya; Matsushita Naoyuki; Hirai Takayuki
来源:New Journal of Chemistry, 2016, 40(1): 195-201.
DOI:10.1039/c5nj02219c

摘要

We synthesized a pyryhum-coumarin dyad (1) and used it for cobrimetric detection of cyanide anions (CN-) in aqueous media. The receptor itself exhibits a Iong-wavelength absorption band at 643 nm due to the strong intramolecular charge transfer (ICT) from the diethylaminocoumarin to the pyrylium moiety. Selective nucleophilic addition of CN- to the pyrylium ring triggers the ring cleavage rapidly (within 8 min). This suppresses the ICT and decreases the intensity of the 643 nm band, along with an appearance of a new shorter-wavelength band at 472 nm assigned to the pi,pi* transition of the diethylaminocoumarin moiety. This drastic absorption change (643 nm -> 472 nm) facilitates ratiometric detection of CN- based on the intensities of these two absorption bands in the visible region and successfully detects CN- as Low as 8 mu M.

  • 出版日期2016