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含马来酰亚胺基团的偶氮苯衍生物的分子结构与建模研究

Molecular structure and modeling studies of azobenzene derivatives containing maleimide groups.

作者信息

Cojocaru Corneliu, Airinei Anton, Fifere Nicusor

机构信息

"Petru Poni" Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, 700487 Iasi, Romania.

出版信息

Springerplus. 2013 Oct 31;2(1):586. doi: 10.1186/2193-1801-2-586. eCollection 2013.

DOI:10.1186/2193-1801-2-586
PMID:24255870
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3825101/
Abstract

The molecular orbital calculations have been carried out to investigate the structure and stability of (E) / (Z) isomers of some azobenzene derivatives containing maleimide groups. A special attention has been devoted to the compound (E)-1, (E)-1-(4-(phenyldiazenyl)phenyl)-1H-pyrrole-2,5-dione, for which the available crystallographic experimental data have been used to validate the modeling structures computed at the theoretical levels AM1, PM3, RHF/6-31+G(d,p) and B3LYP/6-31+G(d,p). To this end, the discrepancy between experimental and calculated structural parameters has been ascertained in terms of root-mean-square deviation (RMSD). The quantum calculations at the level RHF/6-31+G(d,p) yield the most accurate results on (E)-1 structure giving a deviation error from crystallographic data of about 5.00% for bond lengths and 0.97% for interatomic angles. The theoretical electronic absorption spectra of azobenzene derivatives of concern have been computed by means of configuration-interaction method (CI) at the level of semi-empirical Hamiltonians (AM1 and PM3). Likewise, the molecular energy spectra, electrostatic potential and some quantitative structure activity relationship (QSAR) properties of studied molecules have been computed and discussed in the paper.

摘要

已进行分子轨道计算，以研究一些含马来酰亚胺基团的偶氮苯衍生物的（E）/（Z）异构体的结构和稳定性。特别关注了化合物（E）-1，即（E）-1-（4-（苯基重氮基）苯基）-1H-吡咯-2,5-二酮，已使用现有的晶体学实验数据来验证在理论水平AM1、PM3、RHF/6-31+G（d，p）和B3LYP/6-31+G（d，p）下计算的模型结构。为此，已根据均方根偏差（RMSD）确定了实验和计算结构参数之间的差异。在RHF/6-31+G（d，p）水平上的量子计算得出了关于（E）-1结构的最准确结果，其键长与晶体学数据的偏差误差约为5.00%，原子间角度的偏差误差为0.97%。通过在半经验哈密顿量（AM1和PM3）水平上的组态相互作用方法（CI）计算了相关偶氮苯衍生物的理论电子吸收光谱。同样，本文还计算并讨论了所研究分子的分子能谱、静电势和一些定量构效关系（QSAR）性质。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/71d1dd023a32/40064_2013_Article_637_Fig12_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/76607a73b6e1/40064_2013_Article_637_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/5d856fe8c25f/40064_2013_Article_637_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/40b10992ab85/40064_2013_Article_637_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/5b787210cd3f/40064_2013_Article_637_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/aa7e41a12c69/40064_2013_Article_637_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/9fb90ec7df93/40064_2013_Article_637_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/58965d83d046/40064_2013_Article_637_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/ae41ee71ff52/40064_2013_Article_637_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/f5d0121bf421/40064_2013_Article_637_Fig9_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/77e618425aff/40064_2013_Article_637_Fig10_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/5703ba2b2139/40064_2013_Article_637_Fig11_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/71d1dd023a32/40064_2013_Article_637_Fig12_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/76607a73b6e1/40064_2013_Article_637_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/5d856fe8c25f/40064_2013_Article_637_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/40b10992ab85/40064_2013_Article_637_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/5b787210cd3f/40064_2013_Article_637_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/aa7e41a12c69/40064_2013_Article_637_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/9fb90ec7df93/40064_2013_Article_637_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/58965d83d046/40064_2013_Article_637_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/ae41ee71ff52/40064_2013_Article_637_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/f5d0121bf421/40064_2013_Article_637_Fig9_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/77e618425aff/40064_2013_Article_637_Fig10_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/5703ba2b2139/40064_2013_Article_637_Fig11_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f57/3825101/71d1dd023a32/40064_2013_Article_637_Fig12_HTML.jpg

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1
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Spectrochim Acta A Mol Biomol Spectrosc. 2013 Feb;102:219-25. doi: 10.1016/j.saa.2012.09.059. Epub 2012 Oct 13.
2
Control over molecular motion using the cis-trans photoisomerization of the azo group.利用偶氮基团的顺反光致异构化来控制分子运动。
Beilstein J Org Chem. 2012;8:1071-90. doi: 10.3762/bjoc.8.119. Epub 2012 Jul 12.
3
Analysis of vibrational spectra and nonlinear optical properties of organic molecule L-alaninium formate.
Sci Rep. 2019 Mar 26;9(1):5224. doi: 10.1038/s41598-019-41563-w.
分析有机分子 L-丙氨酸甲酸的振动光谱和非线性光学性质。
Spectrochim Acta A Mol Biomol Spectrosc. 2012 Feb;86:174-80. doi: 10.1016/j.saa.2011.09.070. Epub 2011 Oct 19.
4
Spectroscopic (FT-IR, FT-Raman and UV-vis) investigation and frontier molecular orbitals analysis on 3-methyl-2-nitrophenol using hybrid computational calculations.采用杂化计算方法对 3-甲基-2-硝基苯酚进行光谱（FT-IR、FT-Raman 和 UV-vis）研究和前沿分子轨道分析。
Spectrochim Acta A Mol Biomol Spectrosc. 2012 Feb;86:139-51. doi: 10.1016/j.saa.2011.10.020. Epub 2011 Oct 19.
5
1-[(E)-4-(Phenyl-diazen-yl)phen-yl]-3-pyrroline-2,5-dione.1-[(E)-4-(苯基重氮基)苯基]-3-吡咯啉-2,5-二酮
Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2333. doi: 10.1107/S160053681103193X. Epub 2011 Aug 11.
6
Optical properties of some new azo photoisomerizable bismaleimide derivatives.一些新型偶氮光致异构双马来酰亚胺衍生物的光学性质
Int J Mol Sci. 2011;12(9):6176-93. doi: 10.3390/ijms12096176. Epub 2011 Sep 21.
7
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8
Synthetic molecular motors and mechanical machines.合成分子马达与机械装置。
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9
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10
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