Aza-tricycles containing a perfluoroalkyl group: synthesis, structure and fluorescence

作者：Fu, Qiang; Wang, Rui; Liang, Fushun^*; Guan, Wei^*

来源：Organic and Biomolecular Chemistry, 2018, 16(46): 8950-8954.

DOI：10.1039/c8ob02749h

• BIFUNCTIONAL NUCLEOPHILIC BEHAVIOR
• AGGREGATION-INDUCED EMISSION
• NATURAL-PRODUCT SYNTHESIS
• MULTICOMPONENT REACTION
• DBU
• LIGHT
• SENSOR
• DESIGN
• HALIDE

Perfluoroalkyl-containing aza-tricycles have been prepared in one synthetic operation via an ambient light-promoted three-component reaction of beta-oxo esters, perfluoroalkyl iodide and DBU. Intramolecular C-F center dot center dot center dot O and double C-H center dot center dot center dot F weak interactions and intermolecular C-H center dot center dot center dot O and C-H center dot center dot center dot pi hydrogen bondings were observed partly due to the incorporation of the perfluoroalkyl group. The perfluoroalkylated non-planar aza-tricycles exhibit interesting room-temperature AIE fluorescence and acid-induced fluorescence enhancement characters.

• 出版日期2018-12-14
• 单位吉林化工学院; 辽宁大学; 东北师范大学