Bis(2-methoxyphenyl) telluride | 105152-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Bis(2-methoxyphenyl) telluride
• 英文别名: bis(2-methoxyphenyl)telluride；bis-(2-methoxy-phenyl)-telluride；2.2'-Dimethoxy-diphenyltellurid；Bis-(2-methoxy-phenyl)-tellurid；Di-o-anisyltellurid；1-Methoxy-2-(2-methoxyphenyl)tellanylbenzene
• CAS: 105152-02-1
• 化学式: C₁₄H₁₄O₂Te
• 分子量: 341.864
• InChiKey: FLEXCRSETHGFST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Bis(2-methoxyphenyl) telluride 在 乙醚 、 碘 作用下， 生成 diiodo-bis-(2-methoxy-phenyl)-λ⁴-tellane
  参考文献：
  名称：

  Lederer, Chemische Berichte, 1920, vol. 53, p. 713

  摘要：

  DOI：
• 作为产物：
  描述：

  2-碘苯甲醚 在 碲化氢 、 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 10.0h， 生成 Bis(2-methoxyphenyl) telluride
  参考文献：
  名称：

  通过Pd催化的二有机基碲化物的脱酯均偶联反应进行碳-碳键形成反应

  摘要：

  报道了一种用于构建Csp-Csp，Csp 2 -Csp 2和Csp 3 -Csp 3键的简单且高效的方法。对称的二芳基碲化物经历脱酯均偶联，得到对称的联芳基产物。该反应在Ag 2 O和Na 2 CO 3的存在下使用PdCl 2作为催化剂在环境温度下进行。类似地，二苄基碲化物和双（苯基乙炔基）碲化物的脱酯均偶联分别得到联苄基和共轭二炔。

  DOI：

  10.1016/j.tetlet.2017.07.087

文献信息

• Transition-Metal-Free Synthesis of Unsymmetrical Diaryl Tellurides via SH2 Reaction of Aryl Radicals on Tellurium
  作者：Yuki Yamamoto、Fumiya Sato、Qiqi Chen、Shintaro Kodama、Akihiro Nomoto、Akiya Ogawa

  DOI：10.3390/molecules27030809

  日期：——

  substitution (SH2) reaction between the aryl radical and diaryl ditelluride. Aryl radicals are generated from arylhydrazines in air and captured by diaryl ditellurides, resulting in a selective formation of unsymmetrical diaryl tellurides with high yields. The electronic effects of the substituents on both arylhydrazines and diaryl ditellurides on the SH2 reaction of tellurium are also discussed in detail.

  虽然二芳基碲化物是母体有机碲化合物，但它们的合成方法，特别是不对称的合成方法，是有限的。这可能是由于二芳基碲化物及其合成中间体在反应条件下的不稳定性。已知自由基反应表现出优异的官能团选择性；因此，我们专注于芳基自由基和二芳基二碲化物之间的双分子均裂取代（SH2）反应。芳基自由基由空气中的芳基肼产生并被二芳基二碲化物捕获，从而以高产率选择性形成不对称的二芳基碲化物。还详细讨论了芳基肼和二芳基二碲化物上的取代基对碲 SH2 反应的电子效应。
• Silver-catalyzed synthesis of symmetrical diaryl tellurides from arylboronic acids and tellurium
  作者：Gustavo B. Blödorn、Manoela Sacramento、Eduardo M. A. Sandagorda、Ariana S. Lima、Joel S. Reis、Márcio S. Silva、Diego Alves

  DOI：10.1039/d2nj04019k

  日期：——

  different arylboronic acids with elemental tellurium through a simple methodology using a silver catalyst. In contrast to other methodologies described in the literature, this protocol takes advantage of using Te0 for the synthesis of tellurides, skipping the preparation steps of organotellurium compounds as intermediates. The developed method was tolerant to a series of arylboronic acids, obtaining a wide

  我们在此报告了通过使用银催化剂的简单方法，通过不同的芳基硼酸与元素碲反应合成对称碲化物。与文献中描述的其他方法相比，该协议利用 Te 0合成碲化物，跳过有机碲化合物作为中间体的制备步骤。所开发的方法对一系列芳基硼酸具有耐受性，使用10 mol％的AgNO 3作为催化剂，DMSO作为溶剂和3当量的Te 0 ，获得了广泛的反应范围。具有吸电子基团和给电子基团的碲化物连接到芳基的邻位、间位和获得了对位的职位，从而可以研究这些群体在每个职位上的影响。进行了对照实验以资助一个看似合理的提议机制。
• Thiol Peroxidase Activity of Diorganyl Tellurides
  作者：Lars Engman、David Stern、Mikael Pelcman、Carl M. Andersson

  DOI：10.1021/jo00087a008

  日期：1994.4

  A number of diorganyl tellurides, including diaryl tellurides, diheteroaryl tellurides, and alkyl aryl and dialkyl tellurides, were found to catalyze the reaction of hydrogen peroxide with thiols. The thiol peroxidase- activity of the compounds was assessed by using a H-1 NMR method previously developed in our laboratories. In this assay, thiols (N-acetylcysteine, tert-butyl mercaptan, and 1-octyl mercaptan) were oxidized in the presence of hydrogen peroxide and catalyst (0.3 mol %) and the time required to reduce the thiol concentration with 50 %, t(50), determined, In a series of 4,4'-disubstituted (R = H,Me, OH, OMe, NH2, NMe(2), NHPh, CF3) diphenyl tellurides 5, the catalytic activity increased when mesomerically electron-donating substituents were present. Attempts to correlate the catalytic efficiency, expressed as log t(50)(-1), With Hammett sigma p(+)-values were successful in the 1-octyl mercaptan (r = 0.97; n = 8) and tert-butyl mercaptan (r = 0.92; n = 8) systems. In order to study the effect of coordinating, basic, acidic, or neutral substituents on catalyst efficiency, a series of 2,2'-disubstituted (R = CH2OH, CH(2)NMe(2), COOH, COOMe, OH, OMe, NH2) diphenyl tellurides: 6 were prepared and evaluated in the three thiol systems. As compared with their 4,4'-disubstituted counterparts, the 2,2'-disubstituted compounds were generally less active. The poor catalytic activity of bis(2,6-dimethylphenyl) telluride indicates the importance of steric factors. A two-step mechanism, involving H2O2-oxidation of the diorganyl telluride to a tellurium(IV) dihydroxide and reduction by thiol with disulfide formation, is proposed to account for the observed catalysis. The similar tao values obtained in the tert-butyl mercaptan and 1-octyl mercaptan systems seem to indicate that oxidation is rate-determining in the catalytic process. This view was also corroborated by the structure/ activity results obtained with the 4,4'-disubstituted diphenyl tellurides 5, 1H NMR experiments and results obtained using spoorer oxidant (tert-butyl hydroperoxide) in the standard 1-octyl mercaptan assay.
• Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M., J. Org. Chem, 59 (1994) N 8, S 1973-1979
  作者：Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M.

  DOI：——

  日期：——
• Carbon-carbon bond forming reactions via Pd-catalyzed detellurative homocoupling of diorganyl tellurides
  作者：Shaozhong Zhang、Lalitha Kolluru、Souseelya K. Vedula、Drew Whippie、Jin Jin

  DOI：10.1016/j.tetlet.2017.07.087

  日期：2017.9

  method for the constructions of Csp-Csp, Csp2-Csp2 and Csp3-Csp3 bonds is reported. The symmetrical diaryl tellurides undergo detellurative homocouplings to afford symmetrical biaryl products. The reactions are carried out at ambient temperature using PdCl2 as a catalyst in the presence of Ag2O and Na2CO3. Similarly, the detellurative homocouplings of dibenzyl telluride and bis(phenylethynyl)telluride

  报道了一种用于构建Csp-Csp，Csp 2 -Csp 2和Csp 3 -Csp 3键的简单且高效的方法。对称的二芳基碲化物经历脱酯均偶联，得到对称的联芳基产物。该反应在Ag 2 O和Na 2 CO 3的存在下使用PdCl 2作为催化剂在环境温度下进行。类似地，二苄基碲化物和双（苯基乙炔基）碲化物的脱酯均偶联分别得到联苄基和共轭二炔。