Chem. J. Chinese Universities ›› 2006, Vol. 27 ›› Issue (5): 871.

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Studies on Anions Recognition of N-Nitrophenyl-1H-pyrrole-2-carboxamide

YIN Zhen-Ming, HE Jia-Qi, CHENG Jin-Pei*   

  1. Department of Chemistry, State Key Laboratory of ElementoOrganic Chemistry, Nankai University,
    Tianjin 300071, China
  • Received:2005-04-27 Online:2006-05-10 Published:2006-05-10
  • Contact: CHENG Jin-Pei, E-mail: jpcheng@nankai.edu.cn

Abstract:

Molecular recognition of anion is currently an expanding area of research especially in the context of designing anion sensors. Herein, two nitrophenyl pyrrolic amide receptors, p-nitrophenyl-1H-pyrrole-2-carboxamide(1) and m-nitrophenyl-1H-pyrrole-2-carboxamide(2), were synthesized by coupling pyrrole-2-carboxylic acid with nitroaniline in the presence of dicyclohexylcarbodiimide(DCC). The structure of compound 2 was characterized by X-ray crystallography. It is revealed that hydrogen bonding interaction and π-π stacking played an important role in the selfassembly of compound 2. The anions recognition of the two compounds were studied by the UV-Vis method in highly polar solvent of DMSO. Both compounds show a significant color change when F- and H2PO-4 were added indicating they would be new colorimetric sensors for the two anions.

Key words: N-Nitrophenyl-1H-pyrrole-2-carboxamide; Crystal structure; Anions recognition

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