naphthalen-2-yl(phenyl)tellane | 860223-92-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalen-2-yl(phenyl)tellane
• 英文别名: 2-Phenyltellanylnaphthalene；2-phenyltellanylnaphthalene
• CAS: 860223-92-3
• 化学式: C₁₆H₁₂Te
• 分子量: 331.871
• InChiKey: MTCAWTHFNCOCHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  17
• 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：

  naphthalen-2-yl(phenyl)tellane 在 碘 、 苯 作用下， 生成 diiodo-[2]naphthyl-phenyl-λ⁴-tellane
  参考文献：
  名称：

  Rheinboldt; Vicentini, Chemische Berichte, 1956, vol. 89, p. 624,626, 628

  摘要：

  DOI：
• 作为产物：
  描述：

  di-2-naphthyl ditelluride 在 1,4-二氧六环 、 碘 、 苯 作用下， 生成 naphthalen-2-yl(phenyl)tellane
  参考文献：
  名称：

  Vicentini et al., Chemische Berichte, 1959, vol. 92, p. 40,43, 44

  摘要：

  DOI：

文献信息

• Copper-Catalyzed Synthesis of Unsymmetrical Diorganyl Chalcogenides (Te/Se/S) from Boronic Acids under Solvent-Free Conditions
  作者：Sumbal Saba、Giancarlo Botteselle、Marcelo Godoi、Tiago Frizon、Fábio Galetto、Jamal Rafique、Antonio Braga

  DOI：10.3390/molecules22081367

  日期：——

  The efficient and mild copper-catalyzed synthesis of unsymmetrical diorganyl chalcogenides under ligand- and solvent-free conditions is described. The cross-coupling reaction was performed using aryl boric acids and 0.5 equiv. of diorganyl dichalcogenides (Te/Se/S) in the presence of 3 mol % of CuI and 3 equiv. of DMSO, under microwave irradiation. This new protocol allowed the preparation of several

  描述了在无配体和无溶剂条件下有效和温和的铜催化合成不对称二有机基硫属元素化物。使用芳基硼酸和 0.5 当量进行交叉偶联反应。在 3 mol % CuI 和 3 equiv. 存在下二有机基二硫属化物 (Te/Se/S) DMSO，在微波辐射下。这种新方案允许以良好到极好的收率制备几种不对称的二有机基硫属元素化物。
• Synthesis of Unsymmetrical Diorganyl Chalcogenides under Greener Conditions: Use of an Iodine/DMSO System, Solvent- and Metal-Free Approach
  作者：Sumbal Saba、Jamal Rafique、Antonio L. Braga

  DOI：10.1002/adsc.201500024

  日期：2015.5.4

  Herein, we report a greener iodine‐catalyzed protocol to access different types of unsymmetrical diorganyl chalcogenides. This new approach works in the absence of solvent and metal. The desired products were obtained in good to excellent yields using one equivalent of arylboronic acids, half an equivalent of various diorganyl dichalcogenides, iodine (10 mol%) as a catalyst and 2 equivalents of dimethyl

  本文中，我们报告了一种绿色的碘催化方案，可用于访问不同类型的不对称二有机基硫属元素化物。这种新方法可以在没有溶剂和金属的情况下使用。使用一当量的芳基硼酸，一半当量的各种二有机基二卤代二硫化物，碘（10摩尔％）作为催化剂和2当量的二甲基亚砜（DMSO；作为氧化剂），以良好的产率获得所需的产物。在微波照射下10分钟的时间。
• A general and green procedure for the synthesis of organochalcogenides by CuFe₂O₄nanoparticle catalysed coupling of organoboronic acids and dichalcogenides in PEG-400
  作者：Debasish Kundu、Nirmalya Mukherjee、Brindaban C. Ranu

  DOI：10.1039/c2ra22415a

  日期：——

  A general and efficient procedure has been developed for the synthesis of organochalcogenides (selenides and tellurides) by a simple reaction of organoboronic acids and dichalcogenides catalysed by CuFe2O4 nanoparticles in PEG-400 without any ligand. This protocol offers the scope for access to a wide spectrum of chalcogenides including diaryl, aryl–heteroaryl, aryl–styrenyl, aryl–alkenyl, aryl–allyl, aryl–alkyl and aryl–alkynyl versions. The catalyst is magnetically separable and recyclable eight times without any loss of appreciable catalytic activity. The products are obtained in high purities after evaporation of solvent followed by filtration column chromatography.

  开发了一种合成有机硫族化合物（硒化物和碲化物）的通用且高效的方法，该方法通过在PEG-400中无任何配体存在下，CuFe2O4纳米颗粒催化有机硼酸与二硫族化合物的简单反应实现。该方案适用于获得包括二芳基、芳基-杂芳基、芳基-苯乙烯基、芳基-烯基、芳基-烯丙基、芳基-烷基和芳基-炔基等多种硫族化合物。催化剂具有磁性可分离和可循环使用八次而不会显著损失催化活性。产品经过溶剂蒸发和过滤柱层析后可获得高纯度。
• Synthesis of symmetrical and unsymmetrical tellurides <i>via</i> silver catalysis
  作者：Bruna Goldani、Manoela do Sacramento、Eder J. Lenardão、Ricardo F. Schumacher、Thiago Barcellos、Diego Alves

  DOI：10.1039/c8nj01998c

  日期：——

  cross-coupling reaction of diaryl ditellurides with aryl boronic acids catalyzed by AgNO3. The general applicability and wide substrate scope make this an interesting method for the synthesis of a series of symmetrical and unsymmetrical diaryl tellurides. This silver-catalyzed protocol tolerates a variety of diaryl ditellurides as well as aryl boronic acids by using only 10 mol% of AgNO3 to provide the desired

  我们在这里描述了一种简单有效的方法，用于二芳基二碲化物与AgNO 3催化的芳基硼酸的交叉偶联反应。通用性和广泛的底物范围使该方法成为合成一系列对称和不对称二芳基碲化物的有趣方法。该银催化的方案通过仅使用10 mol％的AgNO 3来耐受多种二芳基二碲化物和芳基硼​​酸，从而以高收率提供所需的产物。通过高分辨率质谱分析提出了该反应机理，并可以检测出活性的（PhTe）2 Ag III中间体。
• A convenient and efficient copper-catalyzed synthesis of unsymmetrical and symmetrical diaryl chalcogenides from arylboronic acids in ethanol at room temperature
  作者：Amit Kumar、Sangit Kumar

  DOI：10.1016/j.tet.2014.01.030

  日期：2014.3

  A simple and convenient approach for the synthesis of unsymmetrical diaryl chalcogenides (Te, Se, and S) has been developed by copper-catalyzed cross-coupling reaction of organoboronic acid with diaryl dichalcogenide in ethanol using NaBH4 in air or oxygen. The present methodology is highly practical for the synthesis of unsymmetrical diaryl tellurides with various functionalities such as -NO2, -F, -Br, and -COOH that have been obtained in good to excellent yields. Methodology is also effective for the synthesis of unsymmetrical diaryl selenides and sulfides. Moreover, symmetrical diaryl selenides have also been obtained from arylboronic acids using elemental selenium powder under optimized reaction conditions. The use of NaBH4 is the key for the development of milder reaction conditions, which enable the construction of unsymmetrical diaryl chalcogenides from boronic acid substrates in ethanol at room temperature. (C) 2014 Elsevier Ltd. All rights reserved.