2,4,6-Trimethyl-stilben | 19402-83-6

• 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: 2,4,6-Trimethyl-stilben
• 英文别名: 1,3,5-Trimethyl-2-(2-phenylethenyl)benzene
• CAS: 19402-83-6
• 化学式: C₁₇H₁₈
• 分子量: 222.33
• InChiKey: QVYIUYLZHORTBT-UHFFFAOYSA-N

物化性质

• 熔点：
  55-56 °C
• 沸点：
  332.1±37.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  Trimethyl-<α-(2.4.6-trimethyl-benzyl)-benzyl>-ammoniumjodid 在 氨 、 sodium amide 作用下， 生成 2,4,6-Trimethyl-stilben
  参考文献：
  名称：

  Stevens 1,2-Shift of Certain Substituted Dibenzyldimethylammonium Ions by Sodium Amide. Influence of Structure on Courses of Rearrangement¹

  摘要：

  DOI：

  10.1021/jo01065a093

文献信息

• Arylvanadium-verbindungen XI. Zur reaktion von trimesitylvanadium mit ketonen
  作者：G. Kreisel、W. Seidel

  DOI：10.1016/s0022-328x(00)99479-8

  日期：1984.1

  Trimesitylvanadium in solution reacts with a series of ketones. Depending upon the structures of the ketones these reactions yield olefins, alcohols or a radical, respectively. Sterically hindered ketones only form coordination compounds with trimesitylvanadium or do not react at all.

  溶液中的Trimesitylvanadium与一系列酮反应。根据酮的结构，这些反应分别产生烯烃，醇或自由基。受阻位酮仅与三苯甲基钒形成配位化合物，或根本不发生反应。
• Synthesis of Highly Substituted Arenes via Cyclohexadiene–Alkene C–H Cross Coupling and Aromatization
  作者：Anup Bhunia、Armido Studer

  DOI：10.1021/acscatal.8b00083

  日期：2018.2.2

  The development of a cross-coupling method for the regioselective β-alkenylation of 2,5-cyclohexadiene carboxylic acid derivatives to form ortho-alkenylarenes through in situ decarboxylation and aromatization is described. The carboxylic acid functionality is used as a traceless directing group for efficient and mild β-alkenylation. The modular sequence comprises a reductive Birch α-alkylation, ionic

  描述了交叉偶联方法的发展，该交叉偶联方法用于2，5-环己二烯羧酸衍生物的区域选择性β-烯基化以通过原位脱羧和芳构化形成邻烯基芳烃。羧酸官能团用作有效且温和的β-烯基化反应的无痕导向基团。模块化序列包括还原桦木α烷基化，离子δ烷基化，接着通过Pd催化的脱羧β烯基化，随后芳构化导致整体三倍本位-对位-邻位容易访问的苯甲酸衍生物的官能化。提出了在温和条件下以中等至极好的收率高效合成各种烷基-烯基芳烃的方法。
• Open-air oxidative Mizoroki–Heck reaction of arylsulfonyl hydrazides with alkenes
  作者：On Ying Yuen、Chau Ming So、Fuk Yee Kwong

  DOI：10.1039/c6ra03188a

  日期：——

  A palladium(II)-catalyzed oxidative Mizoroki–Heck reaction of arylsulfonyl hydrazides with alkenes was developed employing atmospheric air as the sole oxidant in an open-vessel manner. By using palladium(II) acetate associating with inexpensive, air-stable and moisture stable pyridine ligand L9 as the catalyst system, the efficiency of the reaction could be significantly enhanced. A wide range of arylsulfonyl

  利用大气作为唯一的氧化剂，以开放容器的方式开发了钯（II）催化的芳基磺酰肼与烯烃的氧化咪唑罗基-赫克反应。通过使用乙酸钯（II）与廉价，对空气稳定且对水分稳定的吡啶配​​体L9缔合作为催化剂体系，可以显着提高反应效率。各种各样的芳基磺酰基酰肼与烯烃顺利进行了Mizoroki-Heck氧化反应。获得了良好至优异的产品收率以及出色的区域选择性和立体选择性。在这些优化的反应条件下，诸如卤素，酯等官能团具有良好的耐受性。
• Pd-Catalyzed Oxidative Heck Reaction of Grignard Reagents with Diaziridinone as Oxidant
  作者：Qipu Dai、Baoguo Zhao、Yihui Yang、Yian Shi

  DOI：10.1021/acs.orglett.9b01762

  日期：2019.7.5

  A novel Pd-catalyzed oxidative Heck reaction with readily available Grignard reagents using di-t-butyldiaziridinone as an oxidant has been developed. Various substituted olefins were obtained in 46–91% yields with high regioselectivity under mild reaction conditions.

  一种新颖的Pd催化的Heck氧化用容易得到的格氏试剂反应使用二吨-butyldiaziridinone作为氧化剂已经研制成功。在温和的反应条件下，可以以46-91％的产率获得各种取代的烯烃，并具有较高的区域选择性。
• Synthesis and catalytic activity of pyrazolyl-functionalized N-heterocyclic carbene palladium complexes
  作者：Cai-Hong Cheng、Jia-Ru Xu、Hai-Bin Song、Liang-Fu Tang

  DOI：10.1007/s11243-013-9784-7

  日期：2014.3

  Three pyrazolyl-functionalized N-heterocyclic carbene (NHC) palladium complexes based on 1-[2-(pyrazol-1-yl)phenyl]imidazole have been synthesized and characterized by physico-chemical and spectroscopic methods, and the structures of two of the complexes have been confirmed by single-crystal X-ray diffraction. The pyrazolyl-functionalized NHCs act as chelating N,C-bidentate ligands in these three complexes. Catalytic tests have proved that these complexes exhibit highly effective catalytic activity for the Suzuki–Miyaura and Mizoroki–Heck coupling reactions in water or aqueous/organic media under air. The substituents on the pyrazolyl ring exert different influences on the catalytic activity of the complexes in these coupling reactions.

  基于1-[2-(吡唑-1-基)苯基]咪唑的三种吡唑功能化的N-杂环卡宾(NHC)钯配合物已通过物理化学和光谱方法合成并表征，其中两种配合物的结构经单晶X射线衍射确认。吡唑功能化的NHC在这些配合物中充当螯合的N,C-双齿配体。催化测试证明，这些配合物在空气下水中或水/有机溶剂中对铃木-宫浦和沟吕木- Heck偶联反应表现出极高的催化活性。吡唑环上的取代基对这些偶联反应中配合物的催化活性产生不同影响。