4-methoxyphenyl 1'-naphthalenyl selenide | 184034-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-methoxyphenyl 1'-naphthalenyl selenide
• 英文别名: 4-anisyl 1-naphthyl selenide；1-(p-anisylselanyl)naphthalene；1-methoxy-4-[1]naphthylselanyl-benzene；(4-Methoxy-phenyl)-(naphthyl-(1))-selenid；4-Methoxy-1-(naphthyl-(1)-seleno)-benzol；1-(4-Methoxy-phenylseleno)-naphthalin；1-Methoxy-4-[1]naphthylselanyl-benzol；1-(4-Methoxyphenyl)selanylnaphthalene
• CAS: 184034-52-4
• 化学式: C₁₇H₁₄OSe
• 分子量: 313.258
• InChiKey: ZOFXWUCISURNIA-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C
• 沸点：
  434.3±28.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  ethyl magnesium iodide 、 4-methoxyphenyl 1'-naphthalenyl selenide 在 xylene 作用下， 生成 (4-Hydroxy-phenyl)-(naphthyl-(1))-selenid
  参考文献：
  名称：

  Keimatsu; Yokota; Satoda, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1933, vol. 53, p. 993,1029; dtsch. Ref. S. 203, 206

  摘要：

  DOI：
• 作为产物：
  描述：

  1-碘萘 在 copper(I) oxide 、 selenium 、 乙二胺 、 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 30.0h， 生成 4-methoxyphenyl 1'-naphthalenyl selenide
  参考文献：
  名称：

  Copper-catalyzed one-pot tandem synthesis of unsymmetrical diaryl chalcogenides from two different aryl iodides

  摘要：

  Unsymmetrical diaryl chalcogenides were synthesized by a novel one-pot tandem process from two different aryl iodides. A symmetrical diaryl dichalcogenide (ArEEAr, E = Se or Te) was initially obtained by a Cu2O-cataylzed coupling reaction of An with elemental selenium or tellurium in the presence of KOH. Without purification, it was subsequently coupled with a different aryl iodide (Ar'I) to give the unsymmetrical diaryl chalcogenides (ArEAr') in good yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.11.062

文献信息

• CuO nanoparticles: an efficient and recyclable catalyst for cross-coupling reactions of organic diselenides with aryl boronic acids
  作者：Diego Alves、Cayane G. Santos、Márcio W. Paixão、Letiére C. Soares、Diego de Souza、Oscar E.D. Rodrigues、Antônio L. Braga

  DOI：10.1016/j.tetlet.2009.09.052

  日期：2009.12

  We present here an efficient and ligand-free cross-coupling reaction of organic diselenides with aryl boronic acids using a catalytic amount of CuO nanoparticles in DMSO at 100 °C under air atmosphere. This is a general cross-coupling reaction and was performed with organic diselenides and aryl boronic acids bearing electron-withdrawing and electron-donating groups affording the corresponding selenides

  我们在此介绍了在空气中100°C的DMSO中使用催化量的CuO纳米颗粒在有机二硒化物与芳基硼酸之间进行有效且无配体的交叉偶联反应的方法。这是一般的交叉偶联反应，是用带有负载吸电子基团和供电子基团的有机二硒化物和芳基硼​​酸进行的，从而以良好或极好的收率提供了相应的硒化物。可以容易地回收CuO纳米颗粒并将其用于进一步的催化反应。
• Attractive Interaction Caused by the Linear F···Se−C Alignment in Naphthalene Peri Positions
  作者：Warô Nakanishi、Satoko Hayashi、Akira Sakaue、Go Ono、Yuzo Kawada

  DOI：10.1021/ja974070q

  日期：1998.4.1

  The X-ray crystallographic analysis of 8-fluoro-1-(p-anisylselanyl)naphthalene (1) revealed that the F and Se atoms and the ipso-carbon of the p-anisyl group (C(An)) aligned linearly. The F atom and the Se-C(An) bond lay on the naphthyl plane: the nonbonded distance between F and Se atoms was 2.753(3) Angstrom and the FSeC(An) angle was 175.0(1)degrees. Ab initio MO calculations with the 6-311++G(3df, 2pd) basis sets performed on the model compound of 1, HF ... SeH(2), where the aryl groups of 1 were replaced by hydrogens. The calculations exhibited that the energy minimum was achieved when the F, Se, and C(An) atoms aligned linearly. Charge transfer in the formation of HF ... SeH(2) was suggested to occur from F to SeH(2) on the basis of natural population analysis, which supported the np(x)(F)-sigma*(Se-C(An)) interaction.
• Gujral, Gurjeet; Bhasin, Aman K. K.; Bhasin, Indian Journal of Heterocyclic Chemistry, <hi>2022</hi>, vol. 32, # 2, p. 243 - 250
  作者：Gujral, Gurjeet、Bhasin, Aman K. K.、Bhasin、Chauhan, Nitu、Rani, Ritu、Gulati, Shivani

  DOI：——

  日期：——