Spectral study on the interaction of cryptophane-A and neutral molecules CHnCl4 - n (n = 0, 1, 2)

Caihong Zhang, Weili Shen, Guangming Wen, Jianbin Chao, Liping Qin, Shaomin Shuang, Chuan Dong*, Martin M F CHOI

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Cryptophane-A was synthesized from vanillin by a three-step method and its spectroscopic properties in different organic solvents were determined. Two absorption bands at about 240-250 and 280-290 nm were observed for cryptophane-A. A fluorescence emission peak was obtained at 320-330 nm using a solution of ∼10-5 M cryptophane-A. The interaction of cryptophane-A with chlorinated compounds CHnCl4 - n (n = 0, 1, 2) in dioxane and ethyl acetate solvents were studied in detail by fluorescence spectroscopy, respectively. The results show that cryptophane-A is well suited for inclusion of CH2Cl2 to form a stable 1:1 complex and the binding constant was estimated to be 19 ± 2 M-1. These results were also confirmed by 1H NMR and CPK models. Larger similar molecules such as CHCl3 and CCl4 are unable to enter the cavity of cryptophane-A because of their bigger sizes. However, the fluorescence emission of cryptophane-A can be efficiently quenched by CHCl3 and CCl4, following the Stern-Volmer relationship.

Original languageEnglish
Pages (from-to)235-240
Number of pages6
JournalTalanta
Volume76
Issue number2
DOIs
Publication statusPublished - 15 Jul 2008

Scopus Subject Areas

  • Analytical Chemistry

User-Defined Keywords

  • Cryptophane-A
  • Fluorescence
  • Inclusion complex
  • Interaction

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