8,16-diformyl-anti-[2.2]metacyclophane-1,9-diene | 1528754-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8,16-diformyl-anti-[2.2]metacyclophane-1,9-diene
• CAS: 1528754-35-9
• 化学式: C₁₈H₁₂O₂
• 分子量: 260.292
• InChiKey: QBVKPWZOAQDVSH-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  8,16-diformyl-anti-[2.2]metacyclophane-1,9-diene 以 氘代氯仿 为溶剂， 反应 1.0h， 生成 1,10a-diformyl-trans-1,10a-dihydropyrene
  参考文献：
  名称：

  Syntheses of Dihydropyrene–Cyclophanediene Negative Photochromes Containing Internal Alkenyl and Alkynyl Groups and Comparison of Their Photochemical and Thermochemical Properties

  摘要：

  Synthesis of a variety of 8,16-disubstituted-anti-[2.2]-metacyclophanedienes (CPD) with alkenyl and allcynyl internal (8,16) groups is described together with their analogous dihydropyrenes (DHP). Eyring and Arrhenius parameters were determined for the thermal closing reaction, CPD to DHP, and half-lives at 20 degrees C were found to range from 11 days (X = CHO) to 36 years (X = CN), with alkenyl functions being from 56 days to 10 years. The visible light opening reaction, DHP to CPD, showed relative rates of 1 (X = CN) to 240 (X = CH=CMe2).

  DOI：

  10.1021/jo4024446
• 作为产物：
  描述：

  8,16-dicyano[2.2]metacyclophane-1,9-diene 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 环己烷 、 甲醇 为溶剂， 反应 5.5h， 以56%的产率得到8,16-diformyl-anti-[2.2]metacyclophane-1,9-diene
  参考文献：
  名称：

  Syntheses of Dihydropyrene–Cyclophanediene Negative Photochromes Containing Internal Alkenyl and Alkynyl Groups and Comparison of Their Photochemical and Thermochemical Properties

  摘要：

  Synthesis of a variety of 8,16-disubstituted-anti-[2.2]-metacyclophanedienes (CPD) with alkenyl and allcynyl internal (8,16) groups is described together with their analogous dihydropyrenes (DHP). Eyring and Arrhenius parameters were determined for the thermal closing reaction, CPD to DHP, and half-lives at 20 degrees C were found to range from 11 days (X = CHO) to 36 years (X = CN), with alkenyl functions being from 56 days to 10 years. The visible light opening reaction, DHP to CPD, showed relative rates of 1 (X = CN) to 240 (X = CH=CMe2).

  DOI：

  10.1021/jo4024446