2,2,3,3-tetracyano-4-(2-furyl)-8-isopropyl-6-methyl-1,4-dihydrocyclohepta[c,d]azulene

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2,2,3,3-tetracyano-4-(2-furyl)-8-isopropyl-6-methyl-1,4-dihydrocyclohepta[c,d]azulene
• 英文别名: 5-(Furan-2-yl)-2-methyl-12-propan-2-yltricyclo[7.4.1.04,14]tetradeca-1,3,9(14),10,12-pentaene-6,6,7,7-tetracarbonitrile；5-(furan-2-yl)-2-methyl-12-propan-2-yltricyclo[7.4.1.04,14]tetradeca-1,3,9(14),10,12-pentaene-6,6,7,7-tetracarbonitrile
• 化学式: C₂₆H₂₀N₄O
• 分子量: 404.471
• InChiKey: NZEXEYFBBXTVQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1R,2S)-1,2-di(2-furyl)-1,2-di(3-guaiazulenyl)ethane 、 四氰基乙烯 在 氧气 作用下， 以 苯 为溶剂， 反应 5.0h， 以74%的产率得到2,2,3,3-tetracyano-4-(2-furyl)-8-isopropyl-6-methyl-1,4-dihydrocyclohepta[c,d]azulene
  参考文献：
  名称：

  Reactions of (1R,2S)-1,2-di(2-furyl)-1,2-di(3-guaiazulenyl)ethane and (1R,2S)-1,2-di(3-guaiazulenyl)-1,2-di(2-thienyl)ethane with tetracyanoethylene (TCNE) in benzene: comparative studies on the products and their spectroscopic properties

  摘要：

  Reactions of the title meso forms, (1R,2S)- 1,2-di(2-furyl)- l,2-di(3-gUaiaZUlenyl)ethane (1) and (I R,2S)- 1,2-di(3-guaiazulcnyl)1,2-di(2-thienyl)ethane (2), with a two molar amount of TCNE in benzene at 25 degrees C for 5 h (for 1) and 48 h (for 2) under oxygen give new compounds, 2,2,3,3-tetracyano-4-(2-furyl)-8-isopropyl-6-methyl- 1,4-dihydrocycloheptal.c,d]azulene (3) and 2,2,3,3-tetracyano-8-isopropyl-6-methyl-4-(2-thienyl)- 1,4-dihydrocyclohepta[c,d.]azulene (4), respectively, in 74 and 2 1 % isolated yields. Comparative studies on the above reactions as well as the spectroscopic properties of the unique products 3 and 4, possessing interesting molecular structures, are reported and, further, a plausible reaction pathway for the formation of these products is described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.026

文献信息

• Reactions of (1R,2S)-1,2-di(2-furyl)-1,2-di(3-guaiazulenyl)ethane and (1R,2S)-1,2-di(3-guaiazulenyl)-1,2-di(2-thienyl)ethane with tetracyanoethylene (TCNE) in benzene: comparative studies on the products and their spectroscopic properties
  作者：Shin-ichi Takekuma、Kenji Takahashi、Akio Sakaguchi、Masato Sasaki、Toshie Minematsu、Hideko Takekuma

  DOI：10.1016/j.tet.2005.11.026

  日期：2006.2

  Reactions of the title meso forms, (1R,2S)- 1,2-di(2-furyl)- l,2-di(3-gUaiaZUlenyl)ethane (1) and (I R,2S)- 1,2-di(3-guaiazulcnyl)1,2-di(2-thienyl)ethane (2), with a two molar amount of TCNE in benzene at 25 degrees C for 5 h (for 1) and 48 h (for 2) under oxygen give new compounds, 2,2,3,3-tetracyano-4-(2-furyl)-8-isopropyl-6-methyl- 1,4-dihydrocycloheptal.c,d]azulene (3) and 2,2,3,3-tetracyano-8-isopropyl-6-methyl-4-(2-thienyl)- 1,4-dihydrocyclohepta[c,d.]azulene (4), respectively, in 74 and 2 1 % isolated yields. Comparative studies on the above reactions as well as the spectroscopic properties of the unique products 3 and 4, possessing interesting molecular structures, are reported and, further, a plausible reaction pathway for the formation of these products is described. (c) 2005 Elsevier Ltd. All rights reserved.