期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2019, 期 14, 页码 2533-2538出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201900113
关键词
Fluorescence Sensor Fluorous phase Secondary amines Aldehydes
资金
- National Natural Science Foundation of China [21502127]
- US National Science Foundation [CHE-1565627]
In a fluorous solvent (perfluorohexane, FC-72), a perfluoroalkyl-substituted 2-hydroxy-1-naphthaldehyde (1) was found to show greatly enhanced fluorescence when treated with certain functional secondary amines but little fluorescence response was observed with unfunctional amines as well as functional primary and tertiary amines. The study of the reaction of 1 with 2-methylamino ethanol (8) reveals a facile cyclocondensation of the aldehyde group of 1 with this 1,2-amino alcohol to form a 5-membered ring oxazolidine product which turns on the fluorescence. The reaction of 1 with the amino alcohol was found to be more favorable in the fluorous solvent than in a common organic solvent. The use of the fluorous phase-based fluorescence measurement in this work provides a potentially more sensitive as well as selective method in amine sensing.
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