Metal ion sensing novel calix[4]crown fluoroionophore with a two-photon absorption property

Jong Seung Kim, Hyun Jung Kim, Hwan Myung Kim, Su Ho Kim, Jeong Won Lee, Sung Kuk Kim, Bong-Rae Cho

Research output: Contribution to journalArticlepeer-review

67 Citations (Scopus)

Abstract

1,3-Alternate calix[4]arene-based fluorescent chemosensors bearing two-photon absorbing chromophores have been synthesized, and their sensing behaviors toward metal ions were investigated via absorption band shifts as well as one- and two-photon fluorescence changes. Free ligands absorb the light at 461 nm and weakly emit their fluorescence at 600 nm when excited by UV-vis radiation at 461 nm, but no two-photon excited fluorescence is emitted by excitation at 780 nm. Addition of an Al3+ or Pb2+ ion to a solution of the ligand causes a blue-shifted absorption and enhanced fluorescence due to a declined resonance energy transfer (RET) upon excitation by one- and two-photon processes. Addition of a Pb2+ ion to a solution of 1·K+ results in a higher fluorescence intensity than the original 1·Pb1 complex regardless of one- or two-photon excitation, due to the allosteric effect induced by the complexation of K + with a crown loop.

Original languageEnglish
Pages (from-to)8016-8022
Number of pages7
JournalJournal of Organic Chemistry
Volume71
Issue number21
DOIs
Publication statusPublished - 2006 Oct 13

ASJC Scopus subject areas

  • Organic Chemistry

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