title: Synthesis, molecular structure and photoluminescence properties of 1,2-diphenyl-4-(3-methoxyphenyl)-1,3-cyclopentadiene.
abstract: 1,2-Diphenyl-4-(3-methoxyphenyl)-1,3-cyclopentadiene (DPMPCP) was synthesized via aldol condensation reaction followed by cyclization and dehydration reaction. Its structure was characterized by (1)H NMR, (13)C NMR spectra, high-resolution mass spectrometry and single-crystal X-ray diffraction. The UV-vis absorption and photoluminescence spectra of DPMPCP in solution and aggregation state were studied. It shows solvent-dependent fluorescence emission and aggregation-induced emission enhancement (AIEE) characteristic when DPMPCP aggregated in water/acetonitrile mixture or in crystals. The crystal structure analysis reveals combination effects of J-aggregation molecule stacking and restriction of intramolecular rotation by intermolecular interactions on AIEE. Additionally, the thermal stability, electrochemical property and DFT calculation of DPMPCP were investigated.
authors.affiliation: State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
authors.forename: Junwei
authors.initials: J
authors.lastname: Ye
authors.affiliation: State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
authors.forename: Dai
authors.initials: D
authors.lastname: Deng
authors.affiliation: State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Gao
authors.affiliation: State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
authors.forename: Xiaoxiao
authors.initials: X
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
authors.forename: Lijian
authors.initials: L
authors.lastname: Yang
authors.affiliation: State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Lin
authors.affiliation: State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China. Electronic address: ninggl@dlut.edu.cn.
authors.forename: Guiling
authors.initials: G
authors.lastname: Ning
mesh_terms: D000097:Acetonitriles; D060326:Chemistry Techniques, Synthetic; D018360:Crystallography, X-Ray; D003517:Cyclopentanes / Q000138:chemical synthesis / Q000737:chemistry*; D004563:Electrochemistry; D049449:Luminescence; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: C000599835:1,2-diphenyl-4-(3-methoxyphenyl)-1,3-cyclopentadiene; D000097:Acetonitriles; D003517:Cyclopentanes; C032159:acetonitrile
keywords: AIEE property; Crystal structure; Photoluminescence; Theoretical calculations; Triarylcyclopentadiene