1-溴-2-[2-(1'-萘基)乙烯基]苯 | 15160-75-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-溴-2-[2-(1'-萘基)乙烯基]苯
• 英文名称: 1-(α-Naphthyl)-2-(2'-bromphenyl)-ethen
• 英文别名: 1-[(E)-2-(2-bromophenyl)ethenyl]naphthalene
• CAS: 15160-75-5；76670-39-8
• 化学式: C₁₈H₁₃Br
• 分子量: 309.205
• InChiKey: MCPRVQRVPOMGNC-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  19
• 可旋转键数：
  2
• 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

• 作为反应物：
  描述：

  1-溴-2-[2-(1'-萘基)乙烯基]苯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 13.0h， 生成 2,3-dihydro-4-(1-naphthyl)-2-methyl-1H-2-benzazepine
  参考文献：
  名称：

  An investigation of the scope of the 1,7-electrocyclization of α,β:γ,δ-conjugated azomethine ylides

  摘要：

  Substituents on the diene component have little influence on the periselectivity of the cyclizations of alpha,beta:gamma,delta-conjugated azomethine ylides, with 1,7-electrocyclizations predominating. In some cases, subtle changes to these substituents can, however, influence the product formed, through their effect on the relative energies of the transition states for the 1,5- (6 pi) and 1,7-electrocyclization (8 pi) processes. The most striking changes in periselectivity occur for phenylethenyl-substituted azomethine ylides 3d-f, which can give either a pyrroline 4d,f or dihydrobenzazepine 6e, depending upon the alkene configuration. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.078
• 作为产物：
  描述：

  (Z)-3-(2-bromophenyl)-2-naphthalen-1-ylprop-2-enoic acid 生成 1-溴-2-[2-(1'-萘基)乙烯基]苯
  参考文献：
  名称：

  ARCHER W. J.; TAYLOR R.; GORE P. H.; KAMONAH F. S., J. CHEM. SOC. PERKIN TRANS., 1980, PART 2, NO 12, 1828-1831

  摘要：

  DOI：

文献信息

• Design of Chiral Sulfoxide–Olefins as a New Class of Sulfur-Based Olefin Ligands for Asymmetric Catalysis
  作者：Wei-Yi Qi、Ting-Shun Zhu、Ming-Hua Xu

  DOI：10.1021/ol201151r

  日期：2011.7.1

  The design and development of a novel class of chiral sulfur–olefin hybrid ligands with high synthetic feasibility are described. These new sulfoxide–olefin ligands showed excellent catalytic activities and enantioselectivities (up to 98% ee) in rhodium-catalyzed asymmetric 1,4-addition reactions of aryl boronic acids to α,β-unsaturated carbonyl compounds.

  描述了一种具有高合成可行性的新型手性硫-烯烃杂化配体的设计和开发。这些新的亚砜-烯烃配体在铑催化的芳基硼酸与α，β-不饱和羰基化合物的不对称1,4-加成反应中表现出出色的催化活性和对映选择性（高达98％ee）。
• Tetracarboxy-Functionalized [8]-, [10]-, [12]-, and [14]Phenacenes
  作者：Thamires S. Moreira、Marli Ferreira、Alice Dall'armellina、Rodrigo Cristiano、Hugo Gallardo、Elizabeth A. Hillard、Harald Bock、Fabien Durola

  DOI：10.1002/ejoc.201700893

  日期：2017.8.24

  The longest known phenacenes so far are constructed efficiently from chrysene and naphthalene diglyoxylic and monoacetic acids by Perkin condensation and photocyclization.

  迄今为止，已知最长的苯并菲是通过珀金缩合和光环化反应由丙烯和萘的二乙氧基和单乙酸有效构造的。
• Selectfluor-Mediated Stereoselective [1 + 1 + 4 + 4] Dimerization of Styrylnaphthols
  作者：Hui Yang、Huai-Ri Sun、Rui-Di Xue、Zi-Bo Wu、Bo-Bo Gou、Yibo Lei、Jie Chen、Ling Zhou

  DOI：10.1021/acs.orglett.9b03587

  日期：2019.12.20

  Stereoselective [1 + 1 + 4 + 4] dimerization of 1-styrylnaphthols has been developed by using Selectfluor as the oxidant for the first time. The reaction was compatible with various functional groups, giving a class of ethanodinaphtho[b,f][1,5]dioxocines with novel 3D skeletons. DFT calculations indicate that this method merges an intriguing stereoselective intermolecular 1 + 1 radical coupling to

  1-styrylnaphthols的立体选择性[1 +1 + 4 + 4]二聚体是通过首次使用Selectfluor作为氧化剂而开发的。该反应与各种官能团相容，得到了一类具有新型3D骨架的乙二萘并[b，f] [1,5]二氧杂环庚烷。DFT计算表明该方法合并了一个有趣的立体选择性分子间1 +1自由基耦合，以构建桥连的CC键，然后将原位生成的邻醌甲基化物中间体的分子内[4 + 4]形式环加成。
• GORE P. H.; KAMONAH F. S., SYNTHESIS, 1978, NO 10, 773-775
  作者：GORE P. H.、 KAMONAH F. S.

  DOI：——

  日期：——
• COMPOSITE MATERIALS COMPRISING MECHANICAL LIGANDS
  申请人：Nanocore Aps

  公开号：EP3737711A1

  公开（公告）日：2020-11-18