ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

A sandwich anion receptor by a BODIPY dye bearing two calix[4]pyrrole units

Yongjun Lv, Jian Xu, Yong Guo, and Shijun Shao

Key Laboratory of Chemistry of Northwestern Plant Resources and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000 China

E-mail: sjshao@licp.cas.cn

Abstract: A novel dicalix[4]pyrrolyl-substituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dye I with an absorption peak at approximately 670 nm and an emission peak at about 690 nm was prepared. As an anion receptor, I displayed a red shift in absorption spectra and fluorescence quenching in varying degrees in the presence of F⁻, AcO⁻, H₂PO₄⁻, or Cl⁻. Compared with the parent calix[4]pyrrole, a representative anion receptor, I exhibited a stronger affinity to these anions due to the formation of a sandwich complex through multiple hydrogen-bonding interactions.

Keywords: anion receptor – BODIPY – calix[4]pyrrole – fluorescence

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-011-0033-2

Chemical Papers 65 (4) 553–558 (2011)