Te-(4-fluorophenyl) benzenecarbotelluroate | 143565-02-0

• 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: Te-(4-fluorophenyl) benzenecarbotelluroate
• CAS: 143565-02-0
• 化学式: C₁₃H₉FOTe
• 分子量: 327.812
• InChiKey: KNERYNCZCOLYGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• 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：
  2

反应信息

• 作为反应物：
  描述：

  Te-(4-fluorophenyl) benzenecarbotelluroate 、 二苯二硫醚 以 苯 为溶剂， 反应 6.0h， 以85%的产率得到硫代苯甲酸 S-苯基酯
  参考文献：
  名称：

  The chemistry of acyl tellurides: generation and trapping of acyl radicals, including aryltellurium group transfer

  摘要：

  DOI：

  10.1021/ja00047a066
• 作为产物：
  描述：

  4-氟苯基溴化镁 在 碲化氢 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 Te-(4-fluorophenyl) benzenecarbotelluroate
  参考文献：
  名称：

  The chemistry of acyl tellurides: generation and trapping of acyl radicals, including aryltellurium group transfer

  摘要：

  DOI：

  10.1021/ja00047a066

文献信息

• Phenylselenotris(trimethylsilyl)silane and phenyltellurotris(trimethylsilyl)silane: versatile reagents for the preparation of phenylseleno- and phenyltelluro-formates
  作者：Carl H. Schiesser、Melissa A. Skidmore

  DOI：10.1039/a704402j

  日期：——

  Phenyltellurotris(trimethylsilyl)silane 4 and (4-fluorophenyltelluro)tris(trimethylsilyl)silane 5 react with methyl, 2-methylpropyl, cyclohexyl and phenyl substituted chloroformates (7, 11, 15, 19) in benzene and in the presence of tetrakis(triphenylphosphine)palladium(0) (4 mol%) to afford the corresponding aryltelluroformate (8, 9, 12, 13, 16, 17, 20, 21) in 50–79% yield; this procedure is also applicable to the preparation of (phenylseleno)formates and seleno- and telluro-esters.

  苯基碲杂三(三甲基硅基)硅烷4和(4-氟苯基碲)三(三甲基硅基)硅烷5与甲基、2-甲基丙基、环己基和苯基取代的氯甲酸酯（7、11、15、19）在苯中，并在四(三苯基膦)钯(0)（4摩尔%）的存在下反应，以50-79%的产率得到相应的芳基碲甲酸酯（8、9、12、13、16、17、20、21）；该方法也适用于(苯基硒)甲酸酯和硒、碲酯的制备。
• The free radical chemistry of acyl tellurides: Mechanistic studies and synthetic applications
  作者：Chen Chen、David Crich

  DOI：10.1016/0040-4039(93)85002-e

  日期：1993.3

  Photolysis of acyl aryl tellurides in the presence of thiophenol results in the clean formation of aldehydes indicating homolytic cleavage of the acyl-Te bond and the involvement of acyl radicals. Further cyclization reactions of unsaturated acyltellurides are reported together with some chemistry of the cyclization products.

  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。
• Palladium-Mediated Reactions of Chloroformates with Phenylselenotris(trimethylsilyl)silane and Aryltellurotris(trimethylsilyl)silane:  Improved Procedure for the Preparation of (Phenylseleno)- and (Aryltelluro)formates
  作者：Carl H. Schiesser、Melissa A. Skidmore

  DOI：10.1021/jo980710b

  日期：1998.8.1
• Photoinduced Free Radical Chemistry of the Acyl Tellurides: Generation, Inter- and Intramolecular Trapping, and ESR Spectroscopic Identification of Acyl Radicals
  作者：David Crich、Chen Chen、Jae-Taeg Hwang、Hongwei Yuan、Aristotle Papadatos、Robert I. Walter

  DOI：10.1021/ja00099a011

  日期：1994.10

  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.