A1 Journal article (refereed)
Selective Recognition of Phenazine by 2,6‐Dibutoxylnaphthalene‐Based Tetralactam Macrocycle (2019)

Wang, Li‐Li; Tu, Yi‐Kuan; Valkonen, Arto; Rissanen, Kari; Jiang, Wei (2019). Selective Recognition of Phenazine by 2,6‐Dibutoxylnaphthalene‐Based Tetralactam Macrocycle. Chinese Journal of Chemistry, 37 (9), 892-896. DOI: 10.1002/cjoc.201900233

JYU authors or editors

Publication details

All authors or editors: Wang, Li‐Li; Tu, Yi‐Kuan; Valkonen, Arto; Rissanen, Kari; Jiang, Wei

Journal or series: Chinese Journal of Chemistry

ISSN: 1001-604X

eISSN: 1614-7065

Publication year: 2019

Volume: 37

Issue number: 9

Pages range: 892-896

Publisher: Science Press; Wiley-VCH Verlag

Publication country: China

Publication language: English

DOI: https://doi.org/10.1002/cjoc.201900233

Open Access: Publication channel is not openly available

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/65097

Abstract

A 2,6‐dibutoxylnaphthalene‐based tetralactam macrocycle was designed and synthesized. This macrocycle shows highly selective recognition to phenazine ‐‐ a well‐known secondary metabolite in bacteria and an emerging disinfection byproduct in drinking water. In contrast, the macrocycle shows no binding to the structurally similar dibenzo‐1,4‐dioxin. It was revealed that hydrogen bonding, π‐π and σ‐π interactions are the major driving forces between phenazine and the new tetralactam macrocycle. A perfect complementarity in electrostatic potential surfaces may explain the high selectivity. In addition, the macrocycle shows fluorescent response to phenazine, demonstrating its potential in fluorescent detection of phenazine.

Free keywords: polyaromatic hydrocarbon

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Ministry reporting: Yes

Reporting Year: 2019

JUFO rating: 1