2,2'-ditellurobis<<(N,N-dimethylamino)methyl>benzene> | 155791-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2'-ditellurobis<<(N,N-dimethylamino)methyl>benzene>
• 英文别名: Bis<2-<(dimethylamino)methyl>phenyl> ditelluride；bis[2-(N,N-dimethylaminomethyl)phenyl] ditelluride；bis(ortho-(dimethylaminomethyl)phenyl)ditelluride；bis[2-((dimethylamino)methyl)phenyl]ditellane；(2-Me2NCH2C6H4Te)2；2,2'-ditellurobis{[(N,N-dimethylamino)methyl]benzene}；N,N'-{Ditellane-1,2-diylbis[(2,1-phenylene)methylene]}bis(N-methylmethanamine)；1-[2-[[2-[(dimethylamino)methyl]phenyl]ditellanyl]phenyl]-N,N-dimethylmethanamine
• CAS: 155791-98-3
• 化学式: C₁₈H₂₄N₂Te₂
• 分子量: 523.602
• InChiKey: CSZKRLZNZRITDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2'-ditellurobis<<(N,N-dimethylamino)methyl>benzene> 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 <2-(dimethylaminomethyl)phenyl>tellurium(II) chloride
  参考文献：
  名称：

  隔离的和新颖的有机碲的分子结构（IV）的卤化物，卤氧化物和卤化物的混合†

  摘要：

  手性（形成[R ）- [2-（4-乙基-2-恶唑啉基）苯基]碲（IV）的三卤化物（三氯化（5），三溴化（6）和三碘化物（7）），并且（R）-[2-（4-乙基-2-恶唑啉基）苯基]溴化碲（II）（8）进行说明。第一手性有机碲（的分子结构IV）三碘化物（7）进行了讨论。的结构的最有趣的特点5是最短的分子内碲⋯Ñ距离为任何有机碲（观察IV）三氯化。化合物5和6不进行与烯烃亲电加成反应。的尝试的加成反应6与烯烃甲醇通向稀有部分水解的碲（的隔离IV）的卤化物，甲基-2-（dibromooxotellurium）苯甲酸甲酯（9）。新颖稳定的混合卤化物12从的溴化分离11。理论计算表明，同分异构体两种12A和12B有相似的稳定性。

  DOI：

  10.1039/c2dt30645j
• 作为产物：
  描述：

  N,N-二甲基苄胺 在 碲化氢 、 正丁基锂 、 氧气 作用下， 以 乙醚 、 正己烷 、 水 为溶剂， 反应 6.0h， 以65%的产率得到2,2'-ditellurobis<<(N,N-dimethylamino)methyl>benzene>
  参考文献：
  名称：

  三卤代有机锡烷基（IV）[2 --（Me 2 NCH 2）C 6 H 4 TeX 3 ]（X = Cl，Br，I）及其稀有的含有机锡烷基（II）的两性离子衍生物的合成

  摘要：

  在本文中，我们描述了一系列含有[2-（（（二甲基氨基）甲基）苯基] [2-（Me 2 NCH 2）C 6 H 4 TeX 3的有机卤代四烷基（IV）三卤化物的合成和结构表征。]（X = Cl，Br，I）及其某些衍生物为稀有两性离子化合物的形式，这些化合物带有有机基tellanyl（II）基团。由于Te⋯X和X⋯X二级相互作用的性质，不同的有机基tellellanyl卤化物的超分子结构呈现出可观的变化。还评估了两性离子化合物的正负电荷，卤素的尺寸以及碲原子周围孤电子对的排斥。所有化合物均通过单晶X射线衍射，振动光谱（FT-IR和拉曼光谱）和NMR（1 H和125 Te）光谱和元素分析进行表征。

  DOI：

  10.1016/j.jorganchem.2017.01.015

文献信息

• Hypervalent tellurium compounds containing N→Te intramolecular interactions. Crystal and molecular structure of [2-(Me2NCH2)C6H4]2Te2, [2-(Me2NCH2)C6H4]TeS(S)PR2 (R=Me, Ph, OPri) and [2-(Me2NCH2)C6H4]Te–S–PPh2N–PPh2S
  作者：John E. Drake*、Michael B. Hursthouse、Monika Kulcsar、Mark E. Light、Anca Silvestru*

  DOI：10.1016/s0022-328x(00)00739-7

  日期：2001.3

  NMR (1H, 13C, 31P). The crystal and molecular structures of 1, 2, 4–6 were determined by single-crystal X-ray diffraction. All compounds are monomeric and the N atom of the pendant CH2NMe2 arm is strongly coordinated to the tellurium atom. The organophosphorus ligands are monodentate, thus resulting in a T-shaped coordination geometry around tellurium.

  通过使[2]反应制备[2-（Me 2 NCH 2）C 6 H 4 ] TeS（S）PR 2 [R = Me（2），Et（3），Ph（4），OPr i（5）]。 -（Me 2 NCH 2）C 6 H 4 ] 2 Te 2（1）和适当的二硫[R 2 P（S）S] 2，而[2-（Me 2 NCH 2）C 6 H 4 ] Te –S–PPh 2 N–PPh 2通过[2-（Me 2 NCH 2）C 6 H 4 ] TeBr与四苯基二硫代亚氨基二膦酸钾的复分解反应获得obtainedS（6）。化合物通过多核NMR（1 H，13 C，31 P）表征。的晶体和分子结构1，2，4 - 6由单晶X射线衍射来确定。所有化合物均为单体，CH 2 NMe 2侧链的N原子手臂与碲原子强烈配位。有机磷配体是单齿的，因此在碲周围形成T形配位几何。
• Isolation of Stable Enantiomerically Pure Telluroxides and Their Stereochemistry
  作者：Hideo Taka、Yuko Yamazaki、Toshio Shimizu、Nobumasa Kamigata

  DOI：10.1021/jo991721n

  日期：2000.4.1

  Optical resolution of kinetically and thermodynamically stabilized diaryl telluroxides possessing bulky substituents (rac-1a-d) and amino group (rac-2a-c), respectively, by liquid chromatography using optically active columns yielded stable enantiomerically pure telluroxides. The absolute configurations of the optically active telluroxides were determined by comparing their specific rotations and CD

  通过使用光学活性柱的液相色谱法，分别具有大体积取代基（rac-1a-d）和氨基（rac-2a-c）的动力学和热力学稳定化的二芳基碲化物的光学拆分，得到稳定的对映体纯的碲化物。通过将旋光性碲氧化物的比旋光度和CD光谱与硫或硒类似物的旋光度和CD光谱进行比较，可以确定旋光性碲氧化物的绝对构型。研究了旋光性碲氧化物在溶液中外消旋作用的动力学，发现动力学和热力学稳定作用对于防止碲氧化物的外消旋作用非常有效。通过氨基与碲原子的分子内配位，碲氧化物的稳定能估计为。通过可变温度1H NMR测量得到5kcal mol-1。通过使用H2（18）O的同位素实验研究了旋光性碲化物的消旋作用机理，结果表明旋光性碲化物通过非手性四配位水合物消旋。
• Catalytic Reduction of Graphene Oxide Nanosheets by Glutathione Peroxidase Mimetics Reveals a New Structural Motif in Graphene Oxide
  作者：Amit A. Vernekar、Govindasamy Mugesh

  DOI：10.1002/chem.201303339

  日期：2013.12.2

  A catalytic reduction of graphene oxide (GO) by glutathione peroxidase (GPx) mimics is reported. This study reveals that GO contains peroxide functionalities, in addition to the epoxy, hydroxyl and carboxylic acid groups that have been identified earlier. It also is shown that GO acts as a peroxide substrate in the GPx‐like catalytic activity of organoselenium/tellurium compounds. The reaction of tellurol

  据报道，谷胱甘肽过氧化物酶（GPx）模拟物催化还原氧化石墨烯（GO）。这项研究表明，GO包含过氧化物官能团，此外还包括较早发现的环氧，羟基和羧酸基团。研究还表明，GO在有机硒/碲化合物的GPx样催化活性中起过氧化物底物的作用。由相应的二碲化物产生的碲的反应通过谷胱甘肽（GSH）介导的过氧化物键的裂解而降低了GO。谷胱甘肽在GSH存在下GO还原GO的机理涉及形成碲酸和碲烯基硫化物中间体。有趣的是，GPx模拟物还可以在环境条件下催化GO中羧酸官能团的脱羧反应。
• Facile Cleavage of Organochalcogen Hybrid (NEEN, NEN, EN, where E = Se or Te) Ligand C−E and E−E Bonds by Pd(II)
  作者：Rupinder Kaur、Saija C. Menon、Snigdha Panda、Harkesh B. Singh、Rajan P. Patel、Ray J. Butcher

  DOI：10.1021/om801015e

  日期：2009.4.27

  dinuclear complexes [PdCl(SeC5H3CH(Me)NMe2-2)Fe(C5H5)}]2 (19 and 20). Reaction of achiral ditelluride, R2Te2 (R = 2-Me2NCH2C6H4) (10), with a Pd(II) chloride complex gives a novel dinuclear complex, [PdCl(TeC6H4CH2NMe2-2)]2 (21), and the dimeric tellurium complex (RTeCl)2 (22), whereas the reaction of chiral Schiff base tridentate tellurium ligand R′2Te (R′ = 2-C6H4CH═NCH(Me)C6H5) (11) with a Pd(II) chloride

  描述了手性杂化配体R 2 * SE 2（R * = 2-Me 2 NCH（Me）C 6 H 4）（9）及其一些衍生物的合成和表征。的反应9与钯（II）氯化物络合物引线与SE-SE键的裂解和形成相应的氯化物areneSElenenyl，R * SECL（18）。但是，[ RS ; RS ]和[ SR ; SR ]双[2- 1-（二甲基胺）乙基}二茂铁基]二硒化物（7和8）与氯化钯（II）配合物在相同条件下得到双核配合物[PdCl （SEC 5 H 3 CH（Me）NMe 2 -2）Fe（C 5 H 5）}] 2（19和20）。非手性二碲化物R 2 Te 2（R = 2-Me 2 NCH 2 C 6 H 4）（10）与氯化钯（II）的反应生成了一种新型的双核络合物[PdCl（TeC 6 H 4 CH 2） NMe 2 -2）] 2（21），以及二聚碲络合物（RTeCl）2（22），而手性席夫碱的三齿碲的反应配位体R'
• 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.