(Z)-4-styryl-1,1'-biphenyl

• 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: (Z)-4-styryl-1,1'-biphenyl
• 英文别名: 1-phenyl-4-[(Z)-2-phenylethenyl]benzene
• 化学式: C₂₀H₁₆
• 分子量: 256.347
• InChiKey: RTCXQMFXAWOHKN-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  (E)-4-phenylstilbene 以 苯 为溶剂， 生成 (Z)-4-styryl-1,1'-biphenyl
  参考文献：
  名称：

  Drefahl,G.; Thalmann,K., Journal fur praktische Chemie (Leipzig 1954), 1963, vol. 20, p. 62 - 69

  摘要：

  DOI：

文献信息

• Chemoselective Hydrogenation of Alkynes to (<i>Z</i>)<i>-</i>Alkenes Using an Air-Stable Base Metal Catalyst
  作者：Viktoriia Zubar、Jan Sklyaruk、Aleksandra Brzozowska、Magnus Rueping

  DOI：10.1021/acs.orglett.0c01783

  日期：2020.7.17

  A highly selective hydrogenation of alkynes using an air-stable and readily available manganese catalyst has been achieved. The reaction proceeds under mild reaction conditions and tolerates various functional groups, resulting in (Z)-alkenes and allylic alcohols in high yields. Mechanistic experiments suggest that the reaction proceeds via a bifunctional activation involving metal–ligand cooperativity

  已经实现了使用空气稳定且易于获得的锰催化剂对炔烃的高度选择性加氢。该反应在温和的反应条件下进行并能耐受各种官能团，从而以高收率得到（Z）-烯烃和烯丙基醇。力学实验表明，该反应通过涉及金属-配体协同作用的双功能活化来进行。
• <i>Z</i>-Stereoselective Aza-Peterson Olefinations with Bis(trimethylsilane) Reagents and Sulfinyl Imines
  作者：Manas Das、Donal F. O’Shea

  DOI：10.1021/acs.orglett.5b03519

  日期：2016.1.15

  Highly stereoselective aza-Peterson olefinations from bench-stable α,α-bis(trimethylsilyl)toluene reagents and N-substituted imines have been achieved using TMSO–/Bu4N+ as Lewis base activator in THF. Remarkably, and for the first time, N-t-butanesulfinyl imines were utilized for the synthesis of Z-stilbenes with excellent selectivities, while N-aryl imines generated E-stilbenes under identical reaction

  从台式稳定α，α-双（三甲硅烷基）甲苯试剂和N-取代的亚胺高度立体选择性氮杂彼得森烯化反应已经使用TMSO实现- /卜4 Ñ +在THF作为路易斯碱的活化剂。值得注意的是，和在第一次，ñ -吨-butanesulfinyl亚胺被用于合成Ž -stilbenes具有优良的选择性，而Ñ -芳基生成亚胺ë相同的反应条件下-stilbenes。该协议已证明对于形成低分子量副产物的许多实例而言是通用的。的Z选择性的原点建议成为非对映选择性加成到的结果ñ -吨-butanesulfinyl亚胺随后顺原位形成的高价硅酸盐的β-消除。
• Methanol as the Hydrogen Source in the Selective Transfer Hydrogenation of Alkynes Enabled by a Manganese Pincer Complex
  作者：Jan Sklyaruk、Viktoriia Zubar、Jannik C. Borghs、Magnus Rueping

  DOI：10.1021/acs.orglett.0c02151

  日期：2020.8.7

  The first base metal-catalyzed transfer hydrogenation of alkynes with methanol is described. An air and moisture stable manganese pincer complex catalyzes the reduction of a variety of different alkynes to the corresponding (Z)-olefins in high yields. The reaction is stereo- and chemoselective and scalable.

  描述了炔烃用甲醇的第一贱金属催化的转移氢化。空气和湿气稳定的锰夹钳络合物以高收率催化将各种不同的炔烃还原为相应的（Z）-烯烃。该反应是立体和化学选择性的，并且是可扩展的。
• Highly Chemo- and Stereoselective Transfer Semihydrogenation of Alkynes Catalyzed by a Stable, Well-Defined Manganese(II) Complex
  作者：Aleksandra Brzozowska、Luis Miguel Azofra、Viktoriia Zubar、Iuliana Atodiresei、Luigi Cavallo、Magnus Rueping、Osama El-Sepelgy

  DOI：10.1021/acscatal.8b00983

  日期：2018.5.4

  unprecedented manganese-catalyzed semihydrogenation of internal alkynes to (Z)-alkenes using ammonia borane as a hydrogen donor. The reaction is catalyzed by a pincer complex of the earth-abundant manganese(II) salt in the absence of any additives, base, or superhydride. The ammonia borane smoothly reduces the manganese precatalyst [Mn(II)–PNP][Cl]2 to the catalytically active species [Mn(I)–PNP]–hydride in the

  在本文中，我们报道了使用氨硼烷作为氢供体将内部炔烃史无前例的锰催化的半氢化反应生成（Z）烯烃。在没有任何添加剂，碱或超氢化物的情况下，由富含地球的锰（II）盐的钳状络合物催化该反应。氨硼烷将三重态自旋态的锰预催化剂[Mn（II）–PNP] [Cl] 2平稳还原为催化活性物质[Mn（I）–PNP]-氢化物。该氢化锰通过与炔烃底物的络合而高度稳定。反应机理的计算密度泛函理论（DFT）分析研究合理化了形成（Z）烯烃的立体选择性的起源。
• Highly Chemo- and Stereoselective Palladium-Catalyzed Transfer Semihydrogenation of Internal Alkynes Affording <i>cis</i>-Alkenes
  作者：Jie Li、Ruimao Hua、Tao Liu

  DOI：10.1021/jo100247a

  日期：2010.5.7

  DMF (N,N-dimethylformamide)/KOH was found to be an efficient hydrogen source in the Pd(OAc)2-catalyzed transfer semihydrogenation of various functionalized internal alkynes to afford cis-alkenes in good to high yields with excellent chemo- and stereoselectivity. This catalytic process was also applied to the synthesis of analogues of combretastatin A-4.

  在各种功能化内部炔烃的Pd（OAc）2催化转移半氢化反应中，发现DMF（N，N-二甲基甲酰胺）/ KOH是一种有效的氢源，以优异的化学和立体选择性提供了从高产率到高产率的顺式烯烃。 。该催化过程也被用于合成康布雷他汀A-4的类似物。