Synthesis, crystal structure studies and solvatochromic behaviour of two 2‐{5‐[4‐(dimethylamino)phenyl]penta‐2,4‐dien‐1‐ylidene}malononitrile derivatives

Bogdanov Georgii; Tillotson John P.; Khrustalev Victor N.; Rigin Sergei; Timofeeva Tatiana V.

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Synthesis, crystal structure studies and solvatochromic behaviour of two 2‐{5‐[4‐(dimethylamino)phenyl]penta‐2,4‐dien‐1‐ylidene}malononitrile derivatives

机译：两个2- {5- [4-（二甲基氨基）苯基] PENTA-2,4-DIEN-1- ylidene}亚硝基腈衍生物的合成，晶体结构研究和溶性溶色致浓度行为

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The synthesis, crystal structure studies and solvatochromic behavior of 2‐{(2 E ,4 E )‐5‐[4‐(dimethylamino)phenyl]penta‐2,4‐dien‐1‐ylidene}malononitrile, C 16 H 15 N 3 (DCV[3]), and 2‐{(2 E ,4 E ,6 E )‐7‐[4‐(dimethylamino)phenyl]hepta‐2,4,6‐trien‐1‐ylidene}malononitrile, C 18 H 17 N 3 (DCV[4]), are reported and discussed in comparison with their homologs having a shorter length of the π‐conjugated bridge. The compounds of this series have potential use as nonlinear materials with second‐order effects due to their donor–acceptor structures. However, DCV[3] and DCV[4] crystallized in the centrosymmetric space group P 2 1 / c which excludes their application as nonlinear optical materials in the crystalline state. They both crystallize with two independent molecules having the same molecular conformation in the asymmetric unit. The series DCV[1]–DCV[4] demonstrated reversed solvatochromic behavior in toluene, chloroform, and acetonitrile.

机译：2 - {（2E，4 e）-5- [4-（二甲基氨基）苯基] PENTA-2,4-DIEN-1- ylidene}丙二腈，C 16 H 15 N的合成 3（DCV [3]）和2 - {（2E，4 E，6 e）-7- [4-（二甲基氨基）苯基]庚酮腈，C 报告和讨论了18h 17 n 3（DCV [4]）与其同源物相比，其同源物相比具有较短的π共轭桥。该系列的化合物具有由于其供体 - 受体结构引起的二阶效应的非线性材料。然而，DCV [3]和DCV [4]结晶在邻核空间组P 2 1 / C中，其在其应用中作为晶体状态的非线性光学材料排除。它们均用在不对称单元中具有相同分子构象的两个独立分子结晶。 DCV [1] -DCV [4]串联在甲苯，氯仿和乙腈中证明了逆转的溶色体积行为。

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《Acta crystallographica. Section C, Structural chemistry.》 |2019年第8期|共6页
作者
Bogdanov Georgii; Tillotson John P.; Khrustalev Victor N.; Rigin Sergei; Timofeeva Tatiana V.;
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作者单位

Department of Chemistry New Mexico Highlands University Las Vegas New Mexico 87701 USA;

School of Chemistry and Biochemistry Georgia Institute of Technology Atlanta Georgia 30332 USA;

Research Institute of Chemistry Peoples' Friendship University of Russia (RUDN University);

Department of Chemistry New Mexico Highlands University Las Vegas New Mexico 87701 USA;

Department of Chemistry New Mexico Highlands University Las Vegas New Mexico 87701 USA;

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正文语种 eng
中图分类晶体学;
关键词
reversed solvatochromism; donor‐acceptor polyenes; malononitrile; crystal structure;

机译：逆转溶解度;供体受体聚烯部分;丙二腈;晶体结构;

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1. Synthesis, crystal structure studies and solvatochromic behaviour of two 2‐{5‐[4‐(dimethylamino)phenyl]penta‐2,4‐dien‐1‐ylidene}malononitrile derivatives [J] . Bogdanov Georgii, Tillotson John P., Khrustalev Victor N., Acta crystallographica. Section C, Structural chemistry. . 2019,第8期

机译：两个2- {5- [4-（二甲基氨基）苯基] PENTA-2,4-DIEN-1- ylidene}亚硝基腈衍生物的合成，晶体结构研究和溶性溶色致浓度行为
2. Crystal structures of (1E,4E)-1,5-bis-(5-bromo-thio-phen-2-yl)-2,4-di-methyl-penta-1,4-dien-3-one and (E)-4-(5-bromo-thio-phen-2-yl)-1,3-di-phenyl-but-3-en-2-one [J] . Nithya C., Sithambaresan M., Kurup M.R.P. Acta Crystallographica Section E: Crystallographic Communications . 2016,第2期

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3. Revision of 2-(3,8-diaryl-6-oxo-2,7-diazaspiro[4.4]nona-2,8-dien-1-ylidene)malononitrile structure. Molecular and crystal structure of 3-cyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-2-[5-(4-methoxyphenyl)-1De-pyrrol-2-yl]malononitrile [J] . Dyachenko Vladimir D., Toropov Alexey N., Rusanov Eduard B. Chemistry of heterocyclic compounds . 2015,第1期

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4. Synthesis, Crystal Structure and Bio-activity of 1-Phenyl-3-(2-Hydroxyl-Phenyl) -5-(2,4-Chloro-Phenyl)-2-pyrazoline [C] . Yinzhi Jiang, Yayi Shi, Dawei Liang MEMC 2013 . 2013

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机译：η4-酮亚胺钛配合物（二苯基酰胺基-κN）{3-甲基-6-（4-甲基基）（苯基氮基）甲基）环-6-24-二烯-1-基-κ2的晶体结构碳氮1}（η5-五甲基环戊二烯基）钛（IV）
7. Crystal Growth and Structure Determination of a Newly Synthesised Chalcone Derivative with Hirshfeld Surface Analysis and Energy Frame Work: (2e,4e)-5-(4-(Dimethylamino)Phenyl)-1-(Naphthalen-2-Yl)Penta-2,4-Dien-1-One [O] . M. Krishna Priya, D. Reuben Jonathan, K. Biruntha, 2021

机译：用Hirshfeld表面分析和能量框架工作结晶生长和结构测定新合成的醌衍生物：（2E，4E）-5-（4-（二甲基氨基）苯基）-1-（萘-2-基）Penta-2， 4-Dien-1-one

Synthesis, crystal structure studies and solvatochromic behaviour of two 2‐{5‐[4‐(dimethylamino)phenyl]penta‐2,4‐dien‐1‐ylidene}malononitrile derivatives

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