4.8 Article

A Real-Time Strategy for Chiroptical Sensing and Enantiomeric Excess Determination of Primary Amines via an Acid-Base Reaction

Journal

ORGANIC LETTERS
Volume 24, Issue 28, Pages 5226-5229

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02246

Keywords

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Funding

  1. National Natural Science Foundation of China [21804013]
  2. Advanced Catalysis and Green Manufacturing Collaborative Innovation Center [ACGM2016-06-27]
  3. Postgraduate Research and Practice Innovation Program of Jiangsu Province [SJCX20_0949]
  4. Natural Science Foundation for Colleges and Universities in Jiangsu Province [20KJA150005]

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In this study, two novel achiral aromatic carboxylic acids were synthesized and used as chiroptical sensors for the real-time discrimination and enantiomeric excess determination of chiral amines and amino alcohols, especially for UV-silent chiral compounds.
Two achiral aromatic carboxylic acids that included the 1,8-naphthalimide group and an imidazolium cation were synthesized and exploited as chiroptical sensors. These compounds showed the real-time discrimination and enantiomeric excess determination of chiral amines and amino alcohols via an acid-base interaction, especially for UV-silent chiral compounds.

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