Synthesis, crystal structures and solvent dependent cis-trans conversion of 2-(4-hydroxylphenyl)-azopyrrole

被引：3
|
作者：
Sun, Ying [1 ]
Sun, Jialin [1 ]
Yin, Zhenming [1 ]
机构：
[1] Tianjin Normal Univ, Coll Chem, Tianjin Key Lab Struct & Performance Funct Mol, Tianjin 300387, Peoples R China
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2023年 / 1294卷
关键词：
Azopyrrole; Crystal structures; cis-trans conversion; DFT calculation; AZO DYES; THERMAL-ISOMERIZATION; SELF-ASSEMBLIES; PHOTOSWITCHES; PHOTOISOMERIZATION; AZOBENZENE; ACCEPTOR; PYRROLE;
D O I：
10.1016/j.molstruc.2023.136415
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Two 2-(4-hydroxylphenyl)-azopyrrole compounds, 1 (N-H) and 2 (N-Me), have been synthesized and characterized by X-ray crystallography. The slight change of the substituent on pyrrole N atom can drastically tune the properties of azopyrrole. Compound 1 self-assembled into pillar structure through N-H...O and O-H...N hydrogen bonds, whereas, compound 2 self-assembled into double-strand helical structure through O-H...N hydrogen bond and formed tube structure by crystal packing. The UV-Vis spectra studies revealed that the cistrans conversion rate of compound 2 is solvent dependent, which is promoted by the protic solvent and polar solvent. The structure, stability and molecular orbital of different conformers of 1 and 2 were studied by DFT calculation.
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页数：8
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