Te-1-naphthyl tellurobenzoate | 148171-83-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Te-1-naphthyl tellurobenzoate
• 英文别名: Benzoyl 1-naphthyl telluride；Te-naphthalen-1-yl benzenecarbotelluroate
• CAS: 148171-83-9
• 化学式: C₁₇H₁₂OTe
• 分子量: 359.882
• InChiKey: GXKZPEGROBIPMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Te-1-naphthyl tellurobenzoate 在 苯硫酚 作用下， 以 氘代氯仿 为溶剂， 以80%的产率得到苯甲醛
  参考文献：
  名称：

  酰基碲化物的自由基化学：机理研究和合成应用

  摘要：

  在硫酚存在下，酰基芳基碲化物的光解导致醛的干净形成，表明酰基-Te键的均质裂解和酰基自由基的参与。报道了不饱和酰基碲化物的进一步环化反应以及环化产物的一些化学反应。

  DOI：

  10.1016/0040-4039(93)85002-e
• 作为产物：
  描述：

  1-溴代萘 、 alkaline earth salt of/the/ methylsulfuric acid 在 碲化氢 、 sodium tetrahydroborate 、 magnesium 作用下， 反应 3.5h， 生成 Te-1-naphthyl tellurobenzoate
  参考文献：
  名称：

  Photoinduced Free Radical Chemistry of the Acyl Tellurides: Generation, Inter- and Intramolecular Trapping, and ESR Spectroscopic Identification of Acyl Radicals

  摘要：

  Acyl tellurides are prepared in good to excellent yield by the reaction of sodium aryl tellurides with acyl chlorides, or mixed anhydrides, and are found to be moderately air-stable substances. In contrast to previous literature reports, acyl tellurides of aryl and vinyl carboxylic acids are found to be excellent sources of acyl radicals on photolysis with a simple white light source. The acyl radicals so generated may be trapped intermolecularly by dichalcogenides, or by TEMPO in excellent yield. Trapping by N-tert-butyl-alpha-phenyl nitrone produces a stable nitroxide radical which has been characterized by ESR spectroscopy. The very efficient trapping of acyl radicals by acyl tellurides themselves is demonstrated by a crossover experiment. Acyl tellurides are shown to participate in very efficient radical cyclization reactions onto alkenes with the formation of five-, six-, and eight-membered rings. The immediate products of the cyclizations onto alkenes are alpha-[(aryltelluro)methyl] ketones and the chemistry of these relatively unstable species is briefly described. Treatment with hydrogen peroxide affords alpha-methylene ketones in high yield. When elimination of the aryl telluro group is not possible the alpha-[(aryltelluro)methyl] ketones are stable species that may subsequently be employed in further radical chain reactions, for example with tributyltin hydride and methyl acrylate. Cyclization onto alkynes yields alpha-[(aryltelluro)methylene] ketones which are stable species and which take part in substitution reactions with higher order cuprates or with diphenyl diselenide.

  DOI：

  10.1021/ja00099a011