phenyl (4-hydroxyphenyl) telluride | 144382-05-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: phenyl (4-hydroxyphenyl) telluride
• 英文别名: 4-Hydroxyphenyl phenyl telluride；4-(phenyltellanyl)phenol；4-(phenyltelluro)phenol；Phenol, 4-(phenyltelluro)-；4-phenyltellanylphenol
• CAS: 144382-05-8
• 化学式: C₁₂H₁₀OTe
• 分子量: 297.811
• InChiKey: YIEMDZCYMGKLBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.05
• 重原子数：
  14
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  phenyl (4-hydroxyphenyl) telluride 在 N,N'-羰基二咪唑 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 23.0h， 生成
  参考文献：
  名称：

  염 및 이를 포함하는 포토레지스트

  摘要：

  提供了一种新的Te-盐，其中包含对极紫外线光刻图形有用的光活性碲盐化合物。

  公开号：

  KR20190064491A
• 作为产物：
  描述：

  4-溴苯酚 在 四丁基氟化铵 、 叔丁基锂 、 三乙胺 作用下， 反应 27.5h， 生成 phenyl (4-hydroxyphenyl) telluride
  参考文献：
  名称：

  Engman, Lars; Persson, Joachim; Andersson, Carl M., Journal of the Chemical Society. Perkin transactions II, 1992, # 8, p. 1309 - 1313

  摘要：

  DOI：

文献信息

• Transition-Metal-Free Synthesis of Unsymmetrical Diaryl Chalcogenides from Arenes and Diaryl Dichalcogenides
  作者：Ch Durga Prasad、Shah Jaimin Balkrishna、Amit Kumar、Bhagat Singh Bhakuni、Kaustubh Shrimali、Soumava Biswas、Sangit Kumar

  DOI：10.1021/jo302480j

  日期：2013.2.15

  A transition-metal-free synthetic method has been developed for the synthesis of unsymmetrical diaryl chalcogenides (S, Se, and Te) from diaryl dichalcogenides and arenes under oxidative conditions by using potassium persulfate at room temperature. Variously substituted arenes such as anisole, thioanisole, diphenyl ether, phenol, naphthol, di- and trimethoxy benzenes, xylene, mesitylene, N,N-dimethylaniline

  已开发出一种无过渡金属的合成方法，该方法用于在室温条件下通过使用过硫酸钾，在氧化条件下由二芳基二卤化锑和芳烃合成不对称的二芳基硫属元素化物（S，Se和Te）。各种取代的芳烃，例如苯甲醚，硫代苯甲醚，二苯醚，苯酚，萘酚，二和三甲氧基苯，二甲苯，均三甲苯，N，N-二甲基苯胺，溴取代的芳烃，萘和二芳基二卤化碳经历了碳硫族键形成反应在三氟乙酸中生成不对称的二芳基硫属元素化物。为了理解反应的机理部分，由77进行了详细的中间体原位表征通过使用二苯基二硒化物为底物进行Se NMR光谱分析。77 Se NMR研究表明，亲电子物质ArE +是由二芳基二卤化二硫化物与过硫酸盐在三氟乙酸中反应生成的。芳基硫属元素离子对芳烃的亲电攻击可能是芳基－硫属元素键形成的原因。
• 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。
• Convenient Synthesis of Unsymmetrical Organochalcogenides Using Organoboronic Acids with Dichalcogenides via Cleavage of the S−S, Se−Se, or Te−Te Bond by a Copper Catalyst
  作者：Nobukazu Taniguchi

  DOI：10.1021/jo062131+

  日期：2007.2.1

  describes the methodology for a copper-catalyzed preparation of numerous monochalcogenides from dichalcogenides with organoboronic acids. Unsymmetrical diorgano-monosulfides, selenides, and tellurides can be synthesized by the coupling of dichalcogenides with aryl- or alkylboronic acids using a copper catalyst in air. The present reaction can take advantage of both organochalcogenide groups on dichalcogenide

  本文介绍了用二氢氰化物与有机硼酸铜催化制备许多单硫属元素化物的方法。不对称的二有机一硫化物，硒化物和碲化物可以通过在空气中使用铜催化剂将二卤化二碳与芳基或烷基硼酸偶联来合成。本反应可利用二硫代氰化物上的两个有机硫属化物基团。
• 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：——