Chiral Discrimination of Varied Ammonium Compounds through 1H NMR Using a Binuclear Ti Complex Sensor

Zhaofeng Sun; Zhongxiang Chen; Yanqi Wang; Xuebo Zhang; Jing Xu; Guangling Bian; Ling Song

doi:10.1021/acs.orglett.9b04373

Chiral Discrimination of Varied Ammonium Compounds through ¹H NMR Using a Binuclear Ti Complex Sensor

Org Lett. 2020 Jan 17;22(2):589-593. doi: 10.1021/acs.orglett.9b04373. Epub 2020 Jan 8.

Authors

Zhaofeng Sun^{1

2}, Zhongxiang Chen^{1

2}, Yanqi Wang^{1

3}, Xuebo Zhang^{1

3}, Jing Xu^{1

3}, Guangling Bian^{1

2}, Ling Song^{1

2}

Affiliations

¹ The Key Laboratory of Coal to Ethylene Glycol and Its Related Technology , Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences , Fuzhou , Fujian 350002 , China.
² University of Chinese Academy of Sciences , 100049 , Beijing , China.
³ College of Material Science and Engineering , Fujian Normal University , Fuzhou 350007 , China.

PMID: 31913635
DOI: 10.1021/acs.orglett.9b04373

Abstract

A simple chiral binuclear titanium complex ((S)-Ti₂L₃Na₄) was first prepared and served as an excellent chiral sensor for discriminating a variety of chiral ammoniums by ¹H NMR. In the presence of trifluoroacetic acid, the in-situ-generated ammoniums of varied amines can be effectively resolved by (S)-Ti₂L₃Na₄. The different binding forces between (S)-Ti₂L₃Na₄ and two enantiomers of analytes generate different shielding effects on two enantiomers, resulting in a split in the distinguishable chemical shift.

Publication types

Research Support, Non-U.S. Gov't