2-Phenyl-octen-(2)

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Phenyl-octen-(2)
• 英文别名: (1-Methyl-1-heptenyl)benzene；oct-2-en-2-ylbenzene
• 化学式: C₁₄H₂₀
• 分子量: 188.313
• InChiKey: OZSDHKBNLIJTKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-Phenyl-octen-(2) 在 Oxone 、 Shi's ketone 、 四丁基硫酸氢铵 、 edetate disodium 、 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 以82%的产率得到(2R,3R)-2-methyl-3-pentyl-2-phenyloxirane
  参考文献：
  名称：

  Silicon−(Thio)urea Lewis Acid Catalysis

  摘要：

  We present a new class of catalysts based on the combination of N,N'-diaryl(thio)ureas and weak silicon Lewis acids (e.g., SiCl(4)). Such silicon-(thio)urea catalysts effectively catalyze the stereospecific rearrangement of epoxides to quaternary carbaldehydes.

  DOI：

  10.1021/ja110685k
• 作为产物：
  描述：

  辛-1-烯-2-基苯 在 bis(acetylacetonate)nickel(II) 、 Grignard reagent 作用下， 以 乙醚 为溶剂， 反应 0.17h， 生成 2-Phenyl-octen-(2)
  参考文献：
  名称：

  镍催化的硅烷基烯醇醚与格氏试剂的交叉偶联。区域和立体控制的烯烃合成

  摘要：

  用格氏试剂将甲硅烷基烯醇醚中的甲硅烷氧基取代形成烯烃是通过使用乙酰丙酮镍或膦-镍配合物作为催化剂，取决于所用催化剂的性质和所用反应条件，偶联烯烃的立体和区域化学来完成的。 。

  DOI：

  10.1016/0040-4039(80)80215-2

文献信息

• Enantioselective Synthesis of Tertiary and Quaternary Stereogenic Centers: Copper/Phosphoramidite-Catalyzed Allylic Alkylation with Organolithium Reagents
  作者：Martín Fañanás-Mastral、Manuel Pérez、Pieter H. Bos、Alena Rudolph、Syuzanna R. Harutyunyan、Ben L. Feringa

  DOI：10.1002/anie.201107840

  日期：2012.2.20

  An efficient and highly enantioselective copper‐catalyzed allylic alkylation of disubstituted allyl halides with primary and secondary organolithium reagents using phosphoramidite ligands is reported. The use of trisubstituted allyl bromides allows, for the first time, the enantioselective synthesis of all‐carbon quaternary stereogenic centers with these reactive organometallic reagents.

  报道了使用亚磷酰胺配体的伯和仲有机锂试剂对二取代的烯丙基卤进行高效且高度对映选择性的铜催化的烯丙基烷基化反应。三取代的烯丙基溴的使用首次允许使用这些反应性有机金属试剂对全碳四元立体异构中心进行对映选择性合成。
• Synthesis and Properties of Cationic Organopalladium Complexes. Remarkable Rate Enhancement in Olefin Insertion into the Palladium–Aryl Bond by the Generation of a Cationic Palladium Complex from<i>trans</i>-[PdBr(Ph)(PMe₃)₂]
  作者：Futoshi Kawataka、Isao Shimizu、Akio Yamamoto

  DOI：10.1246/bcsj.68.654

  日期：1995.2

  removing the bromide ligand in trans-[PdBr(Ph)(PMe3)2] (1) by AgBF4 in the presence and absence of pyridine, pyridine-coordinated and solvent-coordinated cationic complexes, trans-[PdPh(py)(PMe3)2]BF4 (2) and trans-[PdPh(solvent)(PMe3)2]BF4 (3), have been obtained. These cationic phenylpalladium complexes show much greater reactivities than do the parent neutral complex 1 toward olefins to give phenylated

  在吡啶、吡啶配位和溶剂配位的阳离子配合物存在和不存在下，通过 AgBF4 去除反式-[PdBr(Ph)(PMe3)2] (1) 中的溴化物配体，反式-[PdBr(Ph)(PMe3)2 )2]BF4 (2) 和反式-[PdPh(溶剂)(PMe3)2]BF4 (3)。这些阳离子苯基钯配合物比母体中性配合物 1 对烯烃显示出更大的反应性，通过插入和β-氢消除过程得到苯化烯烃。关于丙烯酸甲酯插入苯基-钯键的动力学研究表明，该反应是苯基钯配合物中的一级反应，将吡啶加成到含有 2 和丙烯酸甲酯的系统中会抑制烯烃的插入反应。
• The thermofluoric behavior of poly(fluorenetolyldiphenylamine)–oxadiazole pair in a polymer matrix
  作者：Chin-Sheng Lee、Cheng-Po Kuo、Chiou-Ling Chang、Ching-Nan Chuang、Mandy M. Lee、Shih-Sheng Sun、Man-kit Leung

  DOI：10.1039/c3ra42408a

  日期：——

  Under UV irradiation, 1,4-bis(5-(4-octan-2-ylphenyl)-1,3,4-oxadiazol-2-yl)naphthalene (NOXD) and poly(fluorenetolyldiphenylamine) (PFT) are blue light emissive in solid film. When NOXD and PFT were blended to form a neat thin-film, yellowish exciplex emission was observed. The emissive properties vary when the materials were blended into different kinds of polymeric hosts; while polystyrene–NOXD–PFT (5 : 1 : 1) and PMMA–NOXD–PFT (5 : 1 : 1) showed blue light emission, poly(acrylonitrile-co-methyl acrylate) (P(AN-co-MA))–NOXD–PFT (5 : 1 : 1) showed blue and yellow dual emissions. When the film was heated at 140 °C for 2 min, the yellow light exciplex emission was enhanced. However, upon cooling to ambient temperature, the exciplex emission intensity gradually dropped back. Similar thermofluoric behaviors were observed when the thermally crosslinked polyepoxy-polymercaptan–NOXD–PFT film (20 : 1 : 1) was heated at 160–170 °C; the blue light emissive film showed yellow light emission, and turned white when cooling down to ambient temperature. This thermofluoric phenomenon is recyclable. We attributed the observation of the yellow emission to the segregation of NOXD from the polymeric host at high temperature that allows NOXD to aggregate with PFT, leading to exciplex emission.

  在紫外照射下，1,4-bis(5-(4-辛烯-2-基苯基)-1,3,4-恶二唑-2-基)萘（NOXD）和聚（荧光苯乙烯二苯胺）（PFT）在固体薄膜中表现出蓝光发射。当NOXD和PFT混合形成整齐薄膜时，观察到黄色激发复合物（exciplex）发射。当材料混合到不同类型的聚合物宿主中时，其发射特性会有所变化；而聚苯乙烯–NOXD–PFT（5:1:1）和聚甲基丙烯酸甲酯（PMMA）–NOXD–PFT（5:1:1）显示蓝光发射，而聚（丙烯腈-甲基丙烯酸酯）（P(AN-co-MA)）–NOXD–PFT（5:1:1）则显示蓝光和黄色双发射。当薄膜在140°C加热2分钟时，黄色激发复合物发射增强。然而，当降温至室温时，激发复合物的发射强度逐渐下降。当热交联的聚环氧树脂-聚硫醇–NOXD–PFT薄膜（20:1:1）在160–170°C加热时也观察到类似的热荧光行为；蓝光发射薄膜显示黄色光发射，并在降温至室温时变为白色。这种热荧光现象是可回收的。我们将黄色发射的观察归因于在高温下NOXD从聚合物宿主中分离，使NOXD与PFT聚集，从而导致激发复合物发射。
• Iron(II)-Catalyzed Site-Selective Functionalization of Unactivated C(sp³ )−H Bonds Guided by Alkoxyl Radicals
  作者：Honghao Guan、Shutao Sun、Ying Mao、Lei Chen、Ran Lu、Jiancheng Huang、Lei Liu

  DOI：10.1002/anie.201806434

  日期：2018.8.27

  for site‐selective functionalization of unactivated methylene and methine C−H bonds enabled by an FeII‐catalyzed redox process is described. The mild, expeditious, and modular protocol allows efficient remote aliphatic fluorination, chlorination, amination, and alkynylation of structurally and electronically varied primary, secondary, and tertiary hydroperoxides with excellent functional‐group tolerance

  描述了一种通过Fe II催化的氧化还原过程实现未活化的亚甲基和次甲基CH键的位点选择性官能化的烷氧基自由基导向策略。温和，快捷和模块化的协议允许对结构和电子形式不同的伯，仲和叔氢过氧化物进行高效的远程脂肪族氟化，氯化，胺化和炔基化反应，并具有出色的官能团耐受性。还演示了由有氧CH氧化引发的非氧化烷烃底物的单锅1,4-羟基官能化的应用。
• Enantioselective Synthesis of All-Carbon Quaternary Stereogenic Centers via Copper-Catalyzed Asymmetric Allylic Alkylation of (<i>Z</i>)-Allyl Bromides with Organolithium Reagents
  作者：Martín Fañanás-Mastral、Romina Vitale、Manuel Pérez、Ben L. Feringa

  DOI：10.1002/chem.201406006

  日期：2015.3.9

  A copper/phosphoramidite catalyzed asymmetric allylic alkylation of Z trisubstituted allyl bromides with organolithium reagents is reported. The reaction affords all‐carbon quaternary stereogenic centers in high yields and very good regio‐ and enantioselectivity. This systematic study illustrates the crucial role of the olefin geometry of the allyl substrate on the outcome of the reaction and provides

   报道了铜/亚磷酰胺用有机锂试剂催化的Z三取代的烯丙基溴的不对称烯丙基烷基化。该反应可提供高收率的全碳四元立体异构中心，并具有良好的区域和对映选择性。这项系统的研究说明了烯丙基底物的烯烃几何形状对反应结果的关键作用，并为接近这些重要的结构基序提供了可行的选择。