methyl 1-phenylethyl telluride | 415679-75-3

• 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: methyl 1-phenylethyl telluride
• 英文别名: PhCH(Me)TeMe；(1-methyltellanyl-ethyl)benzene；(1-methyltelluroethyl)benzene；Methyl(1-phenylethyl)tellane；1-methyltellanylethylbenzene
• CAS: 415679-75-3
• 化学式: C₉H₁₂Te
• 分子量: 247.794
• InChiKey: LPWJLVNAKBOHRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  methyl 1-phenylethyl telluride 在 苯硫酚 作用下， 反应 1.0h， 生成 乙基苯
  参考文献：
  名称：

  Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents

  摘要：

  Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatorn groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatorn compounds the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.

  DOI：

  10.1021/jo801200b
• 作为产物：
  描述：

  (1-溴乙基)苯 在 碲化氢 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.5h， 以70%的产率得到methyl 1-phenylethyl telluride
  参考文献：
  名称：

  Process for the production of living radical polymers and polymers

  摘要：

  使用由公式（1）表示的有机碲化合物和偶氮类聚合引发剂聚合乙烯单体的生活自由基聚合物的生产方法，其中所述生活自由基聚合物可通过该方法获得 其中R1为C1-C8烷基，芳基，取代芳基或芳香杂环基，R2和R3分别为氢原子或C1-C8烷基，R4为芳基，取代芳基，芳香杂环基，酰基，氧羰基或氰基。

  公开号：

  US20060135711A1

文献信息

• Phenyltellanyl Triflate (PhTeOTf) as a Powerful Tellurophilic Activator in the Friedel–Crafts Reaction
  作者：Takeshi Yamada、Eri Mishima、Kazuya Ueki、Shigeru Yamago

  DOI：10.1246/cl.2008.650

  日期：2008.6.5

  A powerful electrophilic activator for organotellurium compounds was developed. Phenyltellanyl triflate (PhTeOTf) prepared in situ from dibromophenyl(phenyltellanyl)telluride and AgOTf selectively activated various organotellurium compounds in the presence of aromatic compounds yielding the corresponding Friedel–Crafts reaction products. Polymer-end organotellurium compounds were also activated by PhTeOTf providing the corresponding end-functionalized polymers.

  开发了一种用于有机碲化合物的高效亲电活化剂。由二溴苯基(苯基碲基)碲化物和AgOTf原位制备的苯基碲基三氟甲磺酸盐（PhTeOTf）在芳香化合物的存在下选择性地活化了各种有机碲化合物，生成了相应的Friedel-Crafts反应产物。聚合物端基有机碲化合物也能被PhTeOTf活化，提供了相应的端基功能化聚合物。
• Organotellurium Compounds as Novel Initiators for Controlled/Living Radical Polymerizations. Synthesis of Functionalized Polystyrenes and End-Group Modifications
  作者：Shigeru Yamago、Kazunori Iida、Jun-ichi Yoshida

  DOI：10.1021/ja025554b

  日期：2002.3.1

  Polymer-end mimetic organotellurium compounds initiate controlled/living radical polymerization of styrene derivatives that allows accurate molecular weight control with defined end-groups. Transformations of the end-groups via radical and ionic reactions provide a variety of end-group modified polystyrenes.

  聚合物末端模拟有机碲化合物引发苯乙烯衍生物的受控/活性自由基聚合，允许精确控制分子量和定义的端基。通过自由基和离子反应进行的端基转化提供了多种端基改性聚苯乙烯。
• ORGANIC TELLURIUM COMPOUND, PROCESS FOR PRODUCING THE SAME, LIVING RADICAL POLYMERIZATION INITIATOR, PROCESS FOR PRODUCING POLYMER WITH THE SAME, AND POLYMER
  申请人：Otsuka Chemical Co., Ltd.

  公开号：EP1541550B1

  公开（公告）日：2008-10-15
• Process for the production of living radical polymers and polymers
  申请人：Yamago Shigeru

  公开号：US20060135711A1

  公开（公告）日：2006-06-22

  A process for producing a living radical polymer characterized in that a vinyl monomer is polymerized with use of an organotellurium compound represented by the formula (1) and an azo type polymerization initiator, and the living radical polymer obtainable by the process wherein R 1 is C 1 -C 8 alkyl, aryl, substituted aryl or an aromatic heterocyclic group, R 2 and R 3 are each a hydrogen atom or C 1 -C 8 alkyl, and R 4 is aryl, substituted aryl, an aromatic heterocyclic group, acyl, oxycarbonyl or cyano.

  使用由公式（1）表示的有机碲化合物和偶氮类聚合引发剂聚合乙烯单体的生活自由基聚合物的生产方法，其中所述生活自由基聚合物可通过该方法获得 其中R1为C1-C8烷基，芳基，取代芳基或芳香杂环基，R2和R3分别为氢原子或C1-C8烷基，R4为芳基，取代芳基，芳香杂环基，酰基，氧羰基或氰基。
• Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents
  作者：Shigeru Yamago、Atsushi Matsumoto

  DOI：10.1021/jo801200b

  日期：2008.9.19

  Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatorn groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatorn compounds the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.