2,3-Diaryl-1,1,4,4-tetracyanobutadienes as Colorimetric Sensors for Sulfide Ion in Aqueous Media

Author:

Rashatasakhon Paitoon12,Pham Quynh Nguyen Nhu1,Silpcharu Komthep1,Vchirawongkwin Viwat1,Sukwattanasinitt Mongkol12

Affiliation:

1. Department of Chemistry, Faculty of Science, Chulalongkorn University

2. Nanotec-CU Center of Excellence on Food and Agriculture, Department of Chemistry, Faculty of Science, Chulalongkorn University

Abstract

AbstractTwo diaryl derivatives of 1,1,4,4-tetracyanobuta-1,3-diene were synthesized for use as colorimetric ion sensors in aqueous media. The key synthetic step involved a [2+2]-cycloaddition/retro-cycloaddition between an electron-rich diarylethyne and electron-deficient tetracyanoethene. The compound bearing two sulfonamide groups showed good selectivity toward hydrogen sulfide ion, with a detection limit of 15.5 μM. The use of this sensor for the quantitative analysis of hydrogen sulfide ion in water samples was successfully demonstrated.

Funder

Thailand Research Fund

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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