α-deuteroazulen-1-ylmethylene | 1392400-33-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: α-deuteroazulen-1-ylmethylene
• CAS: 1392400-33-7
• 化学式: C₁₁H₈
• 分子量: 141.177
• InChiKey: KXBOZQGLPFSZCN-MICDWDOJSA-N

反应信息

• 作为反应物：
  描述：

  α-deuteroazulen-1-ylmethylene 生成 8-deuteromethylene-bicyclo[5.3.0]deca-1,3,5,6,9-pentaene
  参考文献：
  名称：

  Tunneling Rearrangement of 1-Azulenylcarbene

  摘要：

  1-Azulenylcarbene was synthesized by photolysis of 1-azulenyldiazomethane in argon or neon matrices at 3-10 K. The highly polar singlet carbene is only metastable and undergoes a tunneling rearrangement to 8-methylene-bicyclo [5.3.0]deca-1,3,5,6,9-pentaene. After substitution of the 4 and 8 positions with deuterium, the rearrangement is completely inhibited. This indicates a very large kinetic isotope effect, as expected for a tunneling reaction.

  DOI：

  10.1021/ja3050376