Selective Recognition of Phenazine by 2,6‐Dibutoxylnaphthalene‐Based Tetralactam Macrocycle

6533b824fe1ef96bd1280ad1

RESEARCH PRODUCT

Selective Recognition of Phenazine by 2,6‐Dibutoxylnaphthalene‐Based Tetralactam Macrocycle

Arto Valkonen Kari Rissanen Wei Jiang Li-li Wang Yi-kuan Tu

subject

PAH-yhdisteet chemistry.chemical_compound chemistry polyaromatic hydrocarbon Phenazine Tetralactam macrocycle General Chemistry Combinatorial chemistry

description

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. peerReviewed

year	journal	country	edition	language
2019-08-21	Chinese Journal of Chemistry

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

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