title: How is the AIE mechanism profoundly changed in an ESIPT family: the novel introduction of a tetraphenylethene group onto (Z)-3-(quinolin-2-ylmethylene)-3,4-dihydroquinoxalin-2(1H)-one.
abstract: It is reported that two derivatives of (Z)-3-(quinolin-2-ylmethylene)-3,4-dihydroquinoxalin-2-(1H)-one (1) with a tetraphenylethene (TPE) group introduced at amide N atom of the dihydroquinoxalinone moiety (2) or at phenyl ring of the quinoline fragment (3) are synthesized, and the derivatives exhibit a remarkably enhanced aggregation-induced emission (AIE) activity than the parent. Although both the parent and the derivatives have the characteristic of an excited state intramolecular proton transfer (ESIPT), the AIE mechanism of 2 and 3 is totally different from that of 1. The considerably stronger emission of 3 than that of 2 should be attributed to the unique crystallization-induced emission enhancement (CIEE) effect.
authors.affiliation: Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, P. R. China. xiamin@zstu.edu.cn.
authors.forename: Ding-Er
authors.initials: DE
authors.lastname: Wu
authors.forename: Qi-Chao
authors.initials: QC
authors.lastname: Yao
authors.forename: Min
authors.initials: M
authors.lastname: Xia
mesh_terms: D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry; D003460:Crystallization; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008962:Models, Theoretical; D009584:Nitrogen / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry*; D011810:Quinoxalines / Q000138:chemical synthesis / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013816:Thermodynamics
chemical_list: D011804:Quinolines; D011810:Quinoxalines; C044736:phenylacetylene; D009584:Nitrogen; D000114:Acetylene