Enantioselective Fluorescent Recognition of β-Amino Alcohols by Stereoselective Cyclization

被引：3

作者：

Tian, Jun ^{[1
]}

Yu, Shanshan ^{[1
]}

Guo, Hongyu ^{[1
]}

Zhu, Maoshuai ^{[1
]}

Lu, Kai ^{[1
]}

Jiang, Yixuan ^{[1
]}

Yang, Jiaqiao ^{[1
]}

Yu, Xiaoqi ^{[1
]}

Pu, Lin ^{[2
]}

机构：

[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China

[2] Univ Virginia, Dept Chem, McCormick Rd, Charlottesville, VA 22904 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 2022卷 / 20期

基金：

美国国家科学基金会; 中国国家自然科学基金;

关键词：

Aldehydes; Amino alcohols; 1; 1'-Binaphthyl; Enantioselective; Fluorescent probes; ENANTIOMERIC EXCESS; CHIRAL FLUORESCENT; ALDEHYDE;

D O I：

10.1002/ejoc.202200283

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,2'-Diformyl-1,1'-binaphthyl is found to exhibit highly enantioselective fluorescence enhancement in the presence of various beta-amino alcohols and base. It provides a new method to determine the enantiomeric composition of those substrates and has potential for high throughput analysis. Based on detailed spectroscopic analyses, it is proposed that a stereoselective cyclization of a beta-amino alcohol with the probe should occur to form a rigid macrocyclic intermediate, contributing to the greatly enhanced fluorescence.

引用

页数：6

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