p-Trifluoromethylphenyllead(IV) triacetate | 71940-14-2

• 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: p-Trifluoromethylphenyllead(IV) triacetate
• 英文别名: p-trifluoromethylphenyl-lead triacetate；p-trifluoromethylphenyllead triacetate；p-Trifluoromethylphenyllead trifluoroacetate；4-Trifluoromethylphenyllead triacetate；[diacetyloxy-[4-(trifluoromethyl)phenyl]plumbyl] acetate
• CAS: 71940-14-2
• 化学式: C₁₃H₁₃F₃O₆Pb
• 分子量: 529.438
• InChiKey: OIXDPWLERBWUJV-UHFFFAOYSA-K

物化性质

• 熔点：
  198-200 °C (decomp)
• 沸点：
  383.0±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  p-Trifluoromethylphenyllead(IV) triacetate 在 吡啶 、 sodium hydroxide 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 1.5h， 生成 N-Acetyl-α-(4-trifluoromethylphenyl)glycine
  参考文献：
  名称：

  Morgan, Jacqueline; Pinhey, John T.; Sherry, Christopher J., Journal of the Chemical Society. Perkin transactions I, 1997, # 5, p. 613 - 619

  摘要：

  DOI：
• 作为产物：
  描述：

  lead(IV) acetate 、 三丁基-[4-(三氟甲基)苯基]锡烷 在 mercury(II) trifluoroacetate 作用下， 以 氯仿 为溶剂， 以18-75的产率得到p-Trifluoromethylphenyllead(IV) triacetate
  参考文献：
  名称：

  Kozyrod, Robert P.; Morgan, Jacqueline; Pinhey, John T., Australian Journal of Chemistry, 1985, vol. 38, p. 1147 - 1154

  摘要：

  DOI：

文献信息

• Aryl fluorides from the reaction of boron trifluoride with aryl-lead(IV) triacetates, which may be generated in situ from aryltrimethylsilanes, triarylboroxines, and arenes
  作者：Giuseppe V. De Meio、John T. Pinhey

  DOI：10.1039/c39900001065

  日期：——

  Aryl-lead(IV) triacetates react at room temperature with BF3·Et2O to give the corresponding aryl fluoride in moderate to good yields; triarylboroxines, electron-rich aryltrimethylsilanes, and some arenes, which yield aryl–lead(IV) triacetates in acid catalysed reactions with lead tetra-acetate, may be converted directly into aryl fluorides when stirred with lead tetra-acetate in BF3·Et2O.

  三乙酸芳基铅（IV）在室温下与BF 3 ·Et 2 O反应，以中等至良好的收率得到相应的芳基氟化物。三芳基硼氧烷，富电子芳基三甲基硅烷和一些芳烃，在四乙酸铅的酸催化反应中产生芳基乙酸铅（IV），当与四乙酸铅在BF 3 ·Et 2中搅拌时可直接转化为芳基氟化物哦
• Pyrrolidinones derived from (S )-pyroglutamic acid. Part 2. Conformationally constrained kainoid analogues
  作者：James Dyer、Amanda King、Steve Keeling、Mark G. Moloney

  DOI：10.1039/b002001j

  日期：——

  Novel conformationally constrained glutamate analogues are readily available from (S)-pyroglutamic acid using a bicyclic lactam as a synthetic template; diastereocontrolled modification of the pyrrolidine ring using a sequential conjugate addition–substitution strategy permits access to several kainoid analogues in a versatile strategy. The pyrrolidinone ring conformation appears to be controllable by the nature of remote substituents on the heterocyclic ring.

  利用双环内酰胺作为合成模板，可以很容易地从(S)-焦谷氨酸中获得构象受限的新型谷氨酸类似物；利用顺序共轭加成-取代策略对吡咯烷环进行非对映控制修饰，可以通过多功能策略获得多种类缬氨酸类似物。吡咯烷酮环的构象似乎可以通过杂环上的远程取代基的性质来控制。
• Aryl fluoride syntheses involving reaction of aryllead triacetates with boron trifluoride-diethyl ether complex
  作者：Giuseppe De Meio、Jacqueline Morgan、John T. Pinhey

  DOI：10.1016/s0040-4020(01)88032-7

  日期：1993.9

  the corresponding aryl fluoride in moderate to good yields; triarylboroxines, electron rich aryltrimethylsilanes and some arenes, which yield aryllead triacetates in acid catalysed reactions with lead tetraacetate, are converted directly into aryl fluorides when stirred with lead tetraacetate in BF3.Et2O. An investigation of the mechanism of the fluoro-deplumbation reaction indicates that it probably

  三乙酸芳基铅（IV）在室温下与BF 3 .Et 2 O反应，以中等至良好的收率得到相应的芳基氟化物。三芳基硼氧烷，富电子的芳基三甲基硅烷和一些芳烃，在与四乙酸铅的酸催化反应中产生芳基三乙酸铅，当与四乙酸铅在BF 3 .Et 2 O中搅拌时，直接转化为芳基氟化物。反应表明它可能是通过酸催化的CPb键的杂合裂解而产生芳基阳离子而进行的。
• Reaction of organolead triacetates with 4-ethoxycarbonyl-2-methyloxazol-5-one. The synthesis of α-aryl and α-vinyl N-acetylglycine ethyl esters and their enzymic resolution
  作者：Jacqueline Morgan、John T. Pinhey

  DOI：10.1016/0040-4039(94)88529-x

  日期：1994.12

  An efficient synthesis of the moisture-sensitive compound, 4-ethoxycarbonyl-2-methyloxazol-5-one, has been achieved. This compound undergoes high-yielding arylation and vinylation at the 4-position with organolead triacetates to give compounds which in water are converted to α-aryl and α-vinyl N-acetylglycine ethyl esters. These α-substituted glycine derivatives may be kinetically resolved in very

  已经实现了对水分敏感化合物4-乙氧基羰基-2-甲基恶唑-5-酮的有效合成。该化合物在4-位用有机三乙酸铅进行高产率的芳基化和乙烯基化反应，得到在水中转化为α-芳基和α-乙烯基N-乙酰基甘氨酸乙酯的化合物。这些α-取代的甘氨酸衍生物可以通过相应的羧酸的酯基或酰胺官能团的酶水解以非常好的收率和高的对映体过量动力学地拆分。
• Koen, Mark J.; Morgan, Jacqueline; Pinhey, John T., Journal of the Chemical Society. Perkin transactions I, 1997, # 4, p. 487 - 491
  作者：Koen, Mark J.、Morgan, Jacqueline、Pinhey, John T.、Sherry, Christopher J.

  DOI：——

  日期：——