(E)-1-phenyl-2-<2-<(dimethylamino)methyl>phenyl>ethylene | 52728-09-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-phenyl-2-<2-<(dimethylamino)methyl>phenyl>ethylene
• 英文别名: trans-2-<(N,N-dimethylamino)methyl>stilbene；(E)-β-<2-(N,N-Dimethylaminomethyl)phenyl>-styrol；trans-2-Styryl-N,N-dimethylbenzylamin；N,N-dimethyl-1-[2-[(E)-2-phenylethenyl]phenyl]methanamine
• CAS: 52728-09-3
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: YFRHDCGUBGINOS-OUKQBFOZSA-N

物化性质

• 沸点：
  335.1±22.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-phenyl-2-<2-<(dimethylamino)methyl>phenyl>ethylene 以 正己烷 为溶剂， 生成 (Z)-1-phenyl-2-<2-<(dimethylamino)methyl>phenyl>ethylene
  参考文献：
  名称：

  Photophysics and Photochemistry of Intramolecular Stilbene-Amine Exciplexes

  摘要：

  The photophysical and photochemical behavior of a series of trans-(aminoalkyl)stilbenes in which a primary, secondary, or tertiary amine is appended to the stilbene ortho position with a methyl, ethyl, or propyl linker has been investigated. The tertiary (aminoalkyl)stilbenes form fluorescent exciplexes and undergo trans-cis isomerization, but fail to undergo intramolecular reactions analogous to intermolecular addition reactions observed for stilbene with tertiary amines. The photophysical behavior of the tertiary (aminoalkyl)stilbenes is dependent upon the choice of linker, solvent, and temperature. The secondary (aminoalkyl)stilbenes do not form fluorescent exciplexes but undergo intramolecular N-H addition to the stilbene double bond. Unlike the intermolecular reactions of substituted stilbenes with secondary amines, which yield mixtures of regioisomeric adducts and reduction products, the intramolecular reactions are highly selective, providing an efficient method for the synthesis of tetrahydrobenzazepines. Direct irradiation of the primary (aminoalkyl)stilbenes results only in trans-cis isomerization. However, irradiation in the presence of the electron acceptor p-dicyanobenzene results in regioselective intramolecular N-H addition to the stilbene double bond. These results are discussed in terms of the mechanisms of direct and electron-transfer-sensitized irradiation.

  DOI：

  10.1021/ja00107a010
• 作为产物：
  描述：

  苯乙烯 在 ortho-palladated NN-dimethylbenzylamine 作用下， 以 溶剂黄146 为溶剂， 生成 (E)-1-phenyl-2-<2-<(dimethylamino)methyl>phenyl>ethylene
  参考文献：
  名称：

  动力学和的乙烯化的机制邻-palladated NN -dialkylbenzylamines通过对位取代的苯乙烯

  摘要：

  的乙烯化的动力学邻-palladated NN由-dialkylbenzylamines（1A-G）CH 2 CHC 6 H ^ 4 - [R 3 - p（R 3 = H，氯，溴，Me和MEO）从相应的2- dialkylaminomethylstilbenes（ 2）主要在30°C的乙酸溶剂中进行研究。该反应遵循二级动力学：d [（2）] / d t = k 2 [（1）] [苯乙烯]。在碱金属高氯酸盐（MClO 4）和低浓度高氯酸k 2的存在下，速率常数k 2显着增加与[HClO 4 ]成正比。结果表明，盐的作用源于溶剂分解反应MClO 4 + HOAc⇌MOAc + HClO 4。将二聚体（1a）转化成相应的单体（3）使反应停止，但是后一种很容易与苯乙烯形成π-络合物。确定了1：1π复合物的稳定常数，并建立了它们的哈米特相关性（具有–1.87的斜率）。对于一系列的取代苯乙烯LG ķ 2是哈米特σ的线性函数p值与斜率约

  DOI：

  10.1039/p29830001511

文献信息

• USES OF CERTAIN PLATINOID ACCUMULATING PLANTS FOR USE IN ORGANIC CHEMICAL REACTIONS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：US20160159934A1

  公开（公告）日：2016-06-09

  A composition derived from the acid treatment of ashes obtained after heat treatment of selected plants or plant material is provided. The selected plants accumulate metal from the platinum group (platinoids). The compositions can be used to produce catalysts for performing various organic synthesis reactions.

  提供了一种通过酸处理在热处理选定植物或植物材料后获得的灰烬得到的组合物。选定的植物积累了来自铂族（铂系元素）的金属。这些组合物可用于生产催化剂，以进行各种有机合成反应。
• Indirect <i>ortho</i> Functionalization of Substituted Toluenes through <i>ortho</i> Olefination of <i>N</i>,<i>N</i>-Dimethylbenzylamines Tuned by the Acidity of Reaction Conditions
  作者：Guixin Cai、Ye Fu、Yizhou Li、Xiaobing Wan、Zhangjie Shi

  DOI：10.1021/ja070588a

  日期：2007.6.1

  substituted N,N-dimethylbenzylamines was developed by tuning the acidity of reaction conditions based on analysis of their features. The ortho-functionalized N,N-dimethylbenzylamines were further transformed into 3-(2'-tolyl)propanoic acid and its derivatives under mild conditions. These two transformations could be combined into one pot, and 3-(2'-tolyl)propanoic acid and its derivatives were obtained in

  取代的 N,N-二甲基苄胺的高度区域选择性烯化是通过基于对其特征的分析调整反应条件的酸度来开发的。在温和条件下，邻位官能化的 N,N-二甲基苄胺进一步转化为 3-(2'-甲苯基) 丙酸及其衍生物。这两种转化可以合二为一，3-(2'-甲苯基)丙酸及其衍生物以中等至良好的收率获得。机理研究表明，在 N,N-二甲基氨基甲基的辅助下，Pd(II) 离子对苯环的亲电攻击是该催化转化过程中的关键步骤，这受反应条件的酸性控制。
• Stereoselective synthesis of alkenes and alkenyl sulfides from alkenyl halides using palladium and ruthenium catalysts
  作者：Shunichi Murahashi、Masaaki Yamamura、Kenichi Yanagisawa、Nobuaki Mita、Kaoru Kondo

  DOI：10.1021/jo01328a016

  日期：1979.7
• Rearrangement of cis- and trans-2-Methyl-3-(substituted phenyl)-1,2,3,4-tetrahydroisoquinolinium 2-Methylides
  作者：Nobuhiko Kawanishi、Naohiro Shirai、Yoshiro Sato、Keiichiro Hatano、Yukihisa Kurono

  DOI：10.1021/jo00118a053

  日期：1995.6
• MURAHASHI SUN-ICHI; YAMAMURA MASAAKI; YANAGISAWA KEN-ICHI; MITA NOBUAKI; +, J. ORG. CHEM., 1979, 44, NO 14, 2408-2417
  作者：MURAHASHI SUN-ICHI、 YAMAMURA MASAAKI、 YANAGISAWA KEN-ICHI、 MITA NOBUAKI、 +

  DOI：——

  日期：——