Pyrene-appended fluorescent tweezers generated via the Weak-Link Approach and their halide recognition properties

You Moon Jeon, Dongwoo Kim, Chad A. Mirkin*, James A. Golen, Arnold L. Rheingold

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Through the Weak-Link Approach, fluorescent condensed and open Cu(I) tweezer complexes were prepared and characterized. These complexes exhibit fluorescence-sensitive binding properties for halide anions. The solid-state structure of a non-fluorescent Rh(I) tweezer analogue, determined by X-ray crystallography, shows that the counter anion, Cl-, is trapped inbetween the two amide groups of the tweezer arms through hydrogen bonds. Although the tweezer binds Cl-, the open complex also binds Cl-, showing that the main role of the metal is to increase the local concentration of the pyrenyl amide moieties so that 2:1 binding can take place.

Original languageEnglish (US)
Pages (from-to)8428-8434
Number of pages7
JournalTetrahedron
Volume64
Issue number36
DOIs
StatePublished - Sep 1 2008

Funding

C.A.M. acknowledges the ONR, NSF, and ARO for supporting this research and he is also grateful for a NIH Director's Pioneer Award. D.K. acknowledges the Korea Research Foundation Grant (KRF-2007-357-C00053) funded by the Korean Government (MOEHRD) for postdoctoral fellowship support.

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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