(E)-methyl 3-(anthracen-9-yl)acrylate | 22844-33-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (E)-methyl 3-(anthracen-9-yl)acrylate
• 英文别名: 3t-[9]anthryl-acrylic acid methyl ester；3t-[9]Anthryl-acrylsaeure-methylester；3-(anthracen-9-yl)-(2E)-propenoic acid methyl ester；methyl (2E)-3-(anthracen-9-yl)prop-2-enoate；methyl (E)-3-anthracen-9-ylprop-2-enoate
• CAS: 22844-33-3；101736-45-2
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: VYQBJNASNJHPFC-ZHACJKMWSA-N

物化性质

• 熔点：
  110-111 °C(Solv: acetic acid (64-19-7))
• 沸点：
  454.3±14.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-(anthracen-9-yl)acrylate 在 二异丁基氢化铝 作用下， 以 正己烷 为溶剂， 反应 0.5h， 以85%的产率得到(E)-3-(anthracen-9-yl)prop-2-en-1-ol
  参考文献：
  名称：

  Wavelength Dependent Trans to Cis and Quantum Chain Isomerizations of Anthrylethylene Derivatives

  摘要：

  Anthrylethylene derivatives 1-4 were synthesized to study their photoisomerization. Interestingly 1 and 2 displayed wavelength dependent trans to cis photoisomerization, whose origin is due to preferential light absorption and excitation of the trans isomer. Triplet sensitization studies revealed that these anthrylethylenes undergo only cis to trans isomerization and not trans to cis isomerization. UV-vis absorption, fluorescence emission, and fluorescence quantum yields were determined for all anthrylethylenes. Dual fluorescence is observed for 1, 2, and cis-1, indicating two different emissive states. The fluorescence solvatochromism displayed by 1, 2, and cis-1 is a clear indication of the involvement of a charge transfer excited state. The quantum yield of isomerization was determined in various solvents and also as a function of concentration. We report here the first ''quantum chain isomerization'' that originates from a singlet excited state. The rationale put forward for the observed quantum chain isomerization process is the involvement of adiabatic isomerization from the singlet excited state and subsequent energy transfer to a ground state molecule.

  DOI：

  10.1021/jo00129a043
• 作为产物：
  描述：

  9-蒽甲醛 在 sodium acetate 作用下， 生成 (E)-methyl 3-(anthracen-9-yl)acrylate
  参考文献：
  名称：

  Berlin, Zhurnal Obshchei Khimii, 1952, vol. 22, p. 1656; engl. Ausg. S. 1697

  摘要：

  DOI：

文献信息

• [EN] TRIPTYCENE DERIVATIVES FOR NUCLEIC ACID JUNCTION STABILIZATION<br/>[FR] DÉRIVÉS DE TRIPTYCÈNE POUR STABILISER DES JONCTIONS D'ACIDE NUCLÉIQUE
  申请人：UNIV PENNSYLVANIA

  公开号：WO2017053982A1

  公开（公告）日：2017-03-30

  The present invention is directed to compositions and methods using triptycene derivatives (TCDs) for three way junctions (TWJs).

  本发明涉及使用三苯基衍生物（TCDs）用于三路交叉点（TWJs）的组合物和方法。
• Mild synthesis of mesoporous silica supported ruthenium nanoparticles as heterogeneous catalysts in oxidative Wittig coupling reactions
  作者：Adela I. Carrillo、Luciana C. Schmidt、M. Luisa Marín、Juan C. Scaiano

  DOI：10.1039/c3cy00773a

  日期：——

  the in situ synthesis of anchored ruthenium nanoparticles (RuNP) in three different kinds of mesoporous silica materials, MCM-41, SBA-15 and HMS, has been developed. Solids have been synthesized under very mild conditions from RuCl3·H2O salt reduced in one hour at room temperature in the mesoporous silicas previously grafted with aminopropyltriethoxysilane (APTES). Well-dispersed ruthenium nanoparticles

  开发了一种新的有效方法，用于在三种不同类型的介孔二氧化硅材料MCM-41，SBA-15和HMS中原位合成锚定的钌纳米颗粒（RuNP）。固体是在非常温和的条件下由RuCl 3 ·H 2合成的在室温下在一小时内在预先接有氨丙基三乙氧基硅烷（APTES）的中孔二氧化硅中还原O盐。获得了平均粒径3 nm的分散良好的钌纳米粒子，该粒子被APTES固定在二氧化硅网络中。发现这些材料的Si / Ru摩尔比为40，在醇氧化–维蒂希（Wittig）烯化反应中具有催化活性和选择性。有趣的是，尽管反应是从醇中发生的，但对照实验表明不涉及醛（常见的Wittig底物）。
• Ce0·98Pd0·02O2-δ: Recyclable, ligand free palladium(II) catalyst for Heck reaction
  作者：S R SANJAYKUMAR、BHASKAR DEVU MUKRI、SATISH PATIL、GIRIDHAR MADRAS、M S HEGDE

  DOI：10.1007/s12039-011-0103-6

  日期：2011.1

  Palladium substituted in cerium dioxide in the form of a solid solution, Ce0·98 Pd0·02 O1·98 is a new heterogeneous catalyst which exhibits high activity and 100% trans-selectivity for the Heck reactions of aryl bromides including heteroaryls with olefins. The catalytic reactions work without any ligand. Nano-crystalline Ce0·98 Pd0·02 O1·98 is prepared by solution combustion method and Pd is in +2 state. The catalyst can be separated, recovered and reused without significant loss in activity.

  掺铂的二氧化铈以固溶体形式存在，Ce0·98Pd0·02O1·98是一种新型的非均相催化剂，具有高活性和100%的反式选择性，适用于芳基溴化物（包括杂芳基）与烯烃的赫克反应。该催化反应无需任何配体。纳米晶体Ce0·98Pd0·02O1·98是通过溶液燃烧法制备的，Pd呈+2价。该催化剂可以分离、回收并重复使用，且活性损失不显著。
• Ｓ１Ｐ３受容体拮抗薬
  申请人：トーアエイヨー株式会社

  公开号：JP2005247691A

  公开（公告）日：2005-09-15

  PROBLEM TO BE SOLVED: To obtain a compound having selective SIP3 receptor antagonism and a medicine containing the same.

  SOLUTION: The medicine comprises an aminopropionic acid derivative represented by general formula (1) (R1is a hydrogen atom or a lower alkyl group; R2is formula A; A is CO or CH2; E is an oxygen atom or an NR4; R3is a lower alkyl group or formula B; G is CH, a nitrogen atom or a phosphorus atom; J is an oxygen atom or a sulfur atom; R4is a hydrogen atom or a lower alkyl group; R5, R6and R7are each the same or different and a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a nitro group or a haloalkyl group; m is an integer of 1-8; n is an integer of 1-5) or its pharmaceutically permissible salt as an active ingredient.

  COPYRIGHT: (C)2005,JPO&NCIPI

  需要解决的问题：获得具有选择性SIP3受体拮抗作用的化合物和含有该化合物的药物。 解决方案：所述药物包含一种由通式（1）表示的氨基丙酸衍生物（其中R1为氢原子或较低的烷基；R2为公式A；A为CO或CH2；E为氧原子或NR4；R3为较低的烷基或公式B；G为CH、氮原子或磷原子；J为氧原子或硫原子；R4为氢原子或较低的烷基；R5、R6和R7分别相同或不同，为氢原子、较低的烷基、较低的烷氧基、卤素原子、硝基或卤代烷基；m为1-8的整数；n为1-5的整数），或其药学上可接受的盐作为活性成分。 版权所有：（C）2005，JPO&NCIPI
• A Practical Synthesis of<i>N-p</i>-Anisyl-<i>N</i>-methyl-amino-3-(9-anthryl)-propane: An Exciplex Fluorescence ‘Thermometer’
  作者：Alan C. Spivey、Andrew J. Bissell、Blanda Stammen

  DOI：10.1080/00397919808005934

  日期：1998.2

  N-p-anisyl-N-methyl-amino-3-(9-anthryl)-propane from 9-anthraldehyde is described. All the intermediates in this simple five step sequence are crystalline and simple re-crystallisation after each step allows the preparation of this exciplex fluorescence ‘thermometer’ molecule on a preparative scale without resort to chromatography.

  摘要 描述了从 9-蒽醛合成 Np-茴香基-N-甲基-氨基-3-(9-蒽基)-丙烷的实用方法。在这个简单的五步序列中的所有中间体都是结晶的，并且在每个步骤之后简单的重结晶允许在制备规模上制备这种 exciplex 荧光“温度计”分子，而无需借助色谱法。