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.
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页数：6
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