Rationally Designed Self-Immolative Rotaxane Sensor Based on Pillar[5]arene for Fluoride Sensing

Qi Li; Yitao Wu; Yuezhou Liu; Liqing Shangguan; Bingbing Shi; Huangtianzhi Zhu

doi:10.1021/acs.orglett.0c02492

Rationally Designed Self-Immolative Rotaxane Sensor Based on Pillar[5]arene for Fluoride Sensing

Org Lett. 2020 Aug 21;22(16):6662-6666. doi: 10.1021/acs.orglett.0c02492. Epub 2020 Aug 4.

Authors

Qi Li¹, Yitao Wu¹, Yuezhou Liu¹, Liqing Shangguan¹, Bingbing Shi², Huangtianzhi Zhu¹

Affiliations

¹ Department of Chemistry, Zhejiang University, Hangzhou 310027, P.R. China.
² Key Laboratory of Eco-Functional Polymer Materials of the Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P.R. China.

PMID: 32806202
DOI: 10.1021/acs.orglett.0c02492

Abstract

We develop a self-immolative rotaxane sensor for fluoride sensing based on host-guest interactions between pillar[5]arene and fluoride-promoted cleavage of Si-O bond. Because of the selective and fast reaction between silane and fluoride, the rotaxane sensor shows anion selectivity and rapid response. The self-immolative nature of the rotaxane improve its sensitivity. Moreover, a fluoride sensing test paper based on the rotaxane sensor is made, which shows the practicable application of the rotaxane sensor.