Synthesis of a Bis(1,2,3‐phenylene) Cryptand and Its Dual‐Response Binding to Paraquat and Diquat | Zendy

Zhang Mingming | Zendy; Zheng Bo | Zendy; Xia Binyuan | Zendy; Zhu Kelong | Zendy; Wu Chuande | Zendy; Huang Feihe | Zendy

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Synthesis of a Bis(1,2,3‐phenylene) Cryptand and Its Dual‐Response Binding to Paraquat and Diquat

Author(s) -

Zhang Mingming,

Zheng Bo,

Xia Binyuan,

Zhu Kelong,

Wu Chuande,

Huang Feihe

Publication year - 2010

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201001034

Subject(s) - diquat , paraquat , cryptand , chemistry , medicinal chemistry , phenylene , stereochemistry , polymer chemistry , organic chemistry , ion , polymer

A bis(1,2,3‐phenylene) cryptand has been synthesized and used to prepare 1:1 complexes with paraquat and diquat, with association constants of 2.2 × 10 3 M –1 and 3.7 × 10 3 M –1 , respectively, in CHCl 3 /CH 3 CN (1:1). In the solid state this cryptand forms a taco complex with paraquat, which has never been found before in cryptand/paraquat complexes. Furthermore, its binding to paraquat and diquat in solution can be switched off (and back on) by addition of acid or K + (and then base or 18‐crown‐6).

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