4-deuterio-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one | 406720-49-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-deuterio-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one
• CAS: 406720-49-8
• 化学式: C₁₁H₁₂O
• 分子量: 161.208
• InChiKey: KWHUHTFXMNQHAA-WHRKIXHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-deuterio-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one 在 四(三苯基膦)钯 正丁基锂 、 三溴化磷 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 苯 为溶剂， 反应 44.5h， 生成
  参考文献：
  名称：

  Cyclocarbopalladation:  Sequential Cyclization and C−H Activation/Stille Cross-Coupling in the Pd-5-Exo-Dig Reaction

  摘要：

  A new cyclization and C-H activation/Stille cross-coupling reaction on a nonactivated aromatic has been discovered. The reaction is regioselective and controlled by the stannylated reagent. Labeling experiments have been performed that provide evidence for a complete transfer of the deuterium through the coordination sphere of palladium.

  DOI：

  10.1021/ol047537s
• 作为产物：
  描述：

  1-苯并环庚酮 在 Crabtree's catalyst 、 重水 、 氘 作用下， 以 二氯甲烷 为溶剂， 生成 4-deuterio-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one
  参考文献：
  名称：

  The scope and limitations of deuteration mediated by Crabtree's catalyst

  摘要：

  Exchange of protons for deuterons mediated by Crabtree's catalyst, 1, is directed efficiently by a functional group containing an sp(2)-hybridised nitrogen or oxygen atom; more electron-rich substrates are, in general, deuterated more efficiently. The electronic effects of substituents in the arene ring are critical only where the directing group is poor, in which case exchange is generally promoted by electron donating substituents, but the exchange is impeded by bulky meta-substituents. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00945-0