一种用于阴离子识别的咔唑-1,8-二磺酰胺衍生的穴状配体受体。

A Carbazole-1,8-Disulfonamide-Derived Cryptand Receptor for Anion Recognition.

作者信息

Li Junhong, Yuan Lisha, Yang Qinrong, Zhang Ningjin, Sun Tao, Bao Xiaoping

机构信息

National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, China.

Instrumental Analysis Center, Shanghai Jiaotong University, Shanghai 200240, China.

出版信息

J Org Chem. 2023 Oct 20;88(20):14753-14759. doi: 10.1021/acs.joc.3c00949. Epub 2023 Oct 11.

DOI:10.1021/acs.joc.3c00949

PMID:37822159

Abstract

A novel cryptand-like anion receptor was synthesized in reasonable yield by a one-step condensation reaction. The UV-vis spectroscopic titrations indicated that cryptand bound AcO in preference to other monovalent anions (including its competing F and HPO) in CHCN, generating a 1:1 binding complex with = 51,000 M. Moreover, the crystal structures revealed that the acetate ion was encapsulated inside the cryptand's cavity in a 1:1 manner, through multiple N-H···O hydrogen bonds (although having two different crystal forms).

摘要

通过一步缩合反应以合理产率合成了一种新型类穴醚阴离子受体。紫外可见光谱滴定表明，在乙腈中，穴醚优先结合醋酸根离子而非其他一价阴离子（包括其竞争性的氟离子和磷酸氢根离子），形成了一个1:1的结合络合物，其结合常数为51,000 M⁻¹。此外，晶体结构表明，醋酸根离子以1:1的方式通过多个N-H···O氢键被封装在穴醚的腔内（尽管有两种不同的晶体形式）。