3-(phenyltellanyl)pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(phenyltellanyl)pyridine
• 英文别名: phenyl 3-pyridyl telluride；3-Phenyltellanylpyridine
• 化学式: C₁₁H₉NTe
• 分子量: 282.799
• InChiKey: NWNJXFOBXCZWOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  联苯二碲 、 3-吡啶硼酸 在 copper(II) ferrite 作用下， 以 二甲基亚砜 为溶剂， 反应 10.0h， 以87%的产率得到3-(phenyltellanyl)pyridine
  参考文献：
  名称：

  A general and green procedure for the synthesis of organochalcogenides by CuFe₂O₄nanoparticle catalysed coupling of organoboronic acids and dichalcogenides in PEG-400

  摘要：

  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。

  DOI：

  10.1039/c2ra22415a

文献信息

• Dimsyl Anion Enables Visible‐Light‐Promoted Charge Transfer in Cross‐Coupling Reactions of Aryl Halides
  作者：Lei Pan、Maria Victoria Cooke、Amara Spencer、Sébastien Laulhé

  DOI：10.1002/adsc.202101052

  日期：2022.1.18

  A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density

  报道了一种方法，用于在没有过渡金属或光氧化还原催化剂的情况下，可见光促进不对称硫族化物的合成，由二甲基阴离子实现。芳基卤化物和二芳基二硫化物之间的交叉偶联反应与富电子、缺电子和杂芳基部分一起进行。使用紫外-可见光谱、时间相关密度泛函理论 (TD-DFT) 计算和控制反应进行的机理研究表明，二甲基阴离子形成能够吸收蓝光的电子-供体-受体 (EDA) 复合物，从而导致电荷转移负责从芳基卤化物中产生芳基自由基。这种先前未报道的机制途径可应用于在存在碱和芳基卤化物的情况下在 DMSO 中进行的其他光诱导转化。
• Microwave-Assisted Copper-Catalyzed Preparation of Diaryl Chalcogenides
  作者：Sangit Kumar、Lars Engman

  DOI：10.1021/jo060690a

  日期：2006.7.1

  Diaryl chalcogenide synthesis employing diaryl dichalcogenides and aryl halides as starting materials in the presence of excess magnesium and a catalytic amount of CuI/bipyridyl is significantly improved by microwave heating. Reaction times can be reduced from 2 to 3 days to 6−8 h. Both aryl bromides and aryl chlorides can be used as substrates in the substitution reaction. The procedure is useful

  在过量镁和催化量的CuI /联吡啶基存在下，通过微波加热显着改善了以二芳基二卤化物和芳基卤化物为起始原料的二芳基硫属化物的合成。反应时间可以从2到3天减少到6-8小时。芳基溴化物和芳基氯化物都可以用作取代反应中的底物。该方法不仅可用于二芳基硫醚和二芳基硒化物的合成，而且可用于制备不对称的二芳基碲化物。从合适的芳基卤化物开始，采用新颖的微波辅助方法轻松制备了各种抗氧化剂（乙氧基喹啉和3-吡啶醇）的新型硫属元素类似物（PhS-，PhSe-和PhTe-）。正辛基）二硫化物和二硒化物。
• Visible Light Photocatalyzed Direct Conversion of Aryl-/Heteroarylamines to Selenides at Room Temperature
  作者：Debasish Kundu、Sabir Ahammed、Brindaban C. Ranu

  DOI：10.1021/ol500567t

  日期：2014.3.21

  A novel strategy for the direct conversion of aryl- and heteroarylamines to selenides has been developed via diazotization of amines with tert-butyl nitrite in neutral medium followed by reaction with diaryl/diheteroaryl/dialkyl diselenides in one pot under photocatalysis at room temperature in the absence of any metal. This reaction is also applied for the synthesis of tellurides. The selenylation of heteroarylamine by this protocol is of much significance because of the difficulty in diazotization of these molecules by a standard diazotization method in acid medium.
• 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.