Synthesis and two-photon absorption properties of novel 2-substituted-4,5-diphenyl-1H-imidazoles

被引：9

作者：

Zheng, Guo-Chuang ^{[1
]}

Cai, Zhi-Bin ^{[1
]}

Pan, Yu-Lu ^{[1
]}

Bai, Li ^{[1
]}

Zhou, Yan-Tao ^{[1
]}

Li, Sheng-Li ^{[2
]}

Tian, Yu-Peng ^{[2
]}

机构：

[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China

[2] Anhui Univ, Dept Chem, Anhui Prov Key Lab Funct Inorgan Mat, Hefei 230039, Peoples R China

来源：

TETRAHEDRON | 2016年 / 72卷 / 22期

基金：

中国国家自然科学基金;

关键词：

Two-photon absorption; Solvent-free; Imidazole; Synthesis; 3D MICROFABRICATION; CROSS-SECTIONS; FLUOROPHORES; CHROMOPHORES; EXCITATION; EMISSION; CATALYST; PROBES; DYE;

D O I：

10.1016/j.tet.2016.04.015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel 2-substituted-4,5-diphenyl-1H-imidazoles (M1-M4) were synthesized via a three-component, one-pot reaction under solvent-free conditions. The structures were characterized by infrared, hydrogen-1 nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, mass spectrometry and elemental analysis. Their UV-visible absorption, single-photon excited fluorescence, two-photon absorption, and two-photon excited fluorescence were systematically investigated in different solvents. Pumped by femtosecond laser pulses, M1 and M4 exhibit large two-photon absorption cross-sections (585 and 1193 GM in DMF, respectively). The quantum chemical density functional theory calculations offer complementary information regarding the frontier orbitals and the molecular structures, which confirm that the degree of intramolecular charge transfer plays an important role in enhancing two photon absorption properties. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：2988 / 2996

页数：9

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