Synthesis and Crystal Structures of trans-2-(2-Methoxyphenyl)-1-nitroethylene and trans-1-Hydroxymethyl-2-(2-methoxyphenyl)-1-nitroethylene Dichloromethane Hemisolvate

被引:12
作者
Zhao, Pei-Hua [1 ]
Liu, Yun-Feng [2 ]
机构
[1] North Univ China, Coll Mat Sci & Engn, Res Ctr Engn Technol Polymer Composites Shanxi Pr, Taiyuan, Peoples R China
[2] Shanxi Med Univ, Coll Publ Hlth, Taiyuan 030001, Peoples R China
基金
中国国家自然科学基金; 山西省青年科学基金;
关键词
Crystal structures; intermolecular interaction; nitroethylene; synthesis;
D O I
10.1080/15421406.2013.821645
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two nitroalkene compounds, namely trans-2-(2-methoxyphenyl)-1-nitroethylene (1) and trans-1-hydroxymethyl-2-(2-methoxyphenyl)-1-nitroethylene dichloromethane hemisolvate (2), have been synthesized and structurally characterized by elemental analysis, H-1 (C-13) NMR spectra, and single-crystal X-ray diffraction. The nitroethylene molecules in (1) and (2) adopt a trans configuration about the CC double bonds. The crystal structures of (1) and (2) are stabilized by the CHO short contacts, and particularly for (2) intermolecular O-HO hydrogen bonds are also observed.
引用
收藏
页码:113 / 120
页数:8
相关论文
共 23 条
[1]   CRYSTAL-STRUCTURE AND MOLECULAR-ORBITAL CALCULATIONS OF TRANS-1-(2-CHLORO-4-DIMETHYLAMINOPHENYL)-2-NITROETHYLENE [J].
CAMERON, TS ;
COWLEY, DJ ;
THOMPSON, JE .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1974, (07) :774-777
[2]   SYNTHESIS, STRUCTURE AND ANTI-FUNGAL ACTIVITY OF 3-(2'-NITROVINYL)INDOLES [J].
CANOIRA, L ;
RODRIGUEZ, JG ;
SUBIRATS, JB ;
ESCARIO, JA ;
JIMENEZ, I ;
MARTINEZFERNANDEZ, AR .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1989, 24 (01) :39-42
[3]   Synthesis and biological evaluation of N-acetyl-β-aryl-1,2-didehydroethylamines as new HIV-1 RT inhibitors in vitro [J].
Cheng, Pi ;
Jiang, Zhi-Yong ;
Wang, Rul-Rul ;
Zhang, Xue-Mel ;
Wang, Qian ;
Zheng, Yong-Tang ;
Zhou, Jun ;
Chen, Ji-Jun .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (16) :4476-4480
[4]   GROUND-STATES OF MOLECULES .39. MNDO RESULTS FOR MOLECULES CONTAINING HYDROGEN, CARBON, NITROGEN, AND OXYGEN [J].
DEWAR, MJS ;
THIEL, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :4907-4917
[5]   (E)-1-Nitro-4-(2-nitroethenyl)benzene [J].
Jing, Lin-Hai .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 :O2809-U1342
[6]   (E)-1-(2-Nitroethenyl)naphthalene [J].
Jing, Lin-Hai .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 :O2521-+
[7]   1-Benzyloxy-4-(2-nitroethenyl)benzene [J].
Kennedy, Alan R. ;
Kipkorir, Zaccheus R. ;
Muhanji, Claire I. ;
Okoth, Maurice O. .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 :O2984-U1674
[8]  
LATIF N, 1980, INDIAN J CHEM B, V19, P301
[9]   MECHANISM OF BIOLOGIC ACTIVITY OF A SERIES OF NITROOLEFINS [J].
LOUISFERDINAND, RT ;
FULLER, GC .
TOXICOLOGY AND APPLIED PHARMACOLOGY, 1970, 16 (03) :668-+
[10]   Enantioselective henry reactions catalyzed by chiral N-metal complexes containing R(+)/S(-)-α-ethylphenyl amines [J].
Luo, Mei ;
Yan, Bing .
TETRAHEDRON LETTERS, 2010, 51 (42) :5577-5580