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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 8: 2551 - 2558

DOI: https://doi.org/10.6023/cjoc202203005

ARTICLES

Synthesis and Nucleotide Recognition Properties of Carborane-Based Benzoimidazolium Cyclophane

  • Binghan Lin ,
  • Jibin Zhuo ,
  • Caixia Lin ,
  • Yong Gao ,
  • Yaofeng Yuan
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  • a College of Chemistry, Fuzhou University, Fuzhou 350108
    b Fujian Metrology Institute, Fuzhou 350003
    c College of Chemistry and Materials Science, Fujian Normal University, Fuzhou 350117
* E-mail: ;

Received date: 2022-03-01

  Revised date: 2022-04-03

  Online published: 2022-04-22

Supported by

National Natural Science Foundation of China(21772023); National Natural Science Foundation of China(22071025)

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Abstract

Two novel carborane-based benzimidazolium fluorescent probes 4a and 4b were synthesized using 1,2-bis(4-benzylbromophenyl)-o-carborane as starting materials. The structures were characterized by IR, 1H NMR, 13C NMR, 11B NMR and ESI-MS, and the recognition properties of probes 4a and 4b for nucleotides were studied by fluorescence and ultraviolet spectroscopy. The results of fluorescence titration showed that probes 4a and 4b could achieve on-off response to uridine monophosphate (UMP), and had good selectivity and sensitivity. The detection limit of probe 4b for UMP could reach 3.41×10–8 mol/L. The recognition mechanism of the probe 4b was studied by Jobʼs curve and 1H NMR titration.

Key words： carborane; benzimidazole; recognition; fluorescence quenching; uridine monophosphate

Cite this article

Binghan Lin , Jibin Zhuo , Caixia Lin , Yong Gao , Yaofeng Yuan . Synthesis and Nucleotide Recognition Properties of Carborane-Based Benzoimidazolium Cyclophane[J]. Chinese Journal of Organic Chemistry, 2022 , 42(8) : 2551 -2558 . DOI: 10.6023/cjoc202203005

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