ethyl 4,9-dihydro-4,9-ethano-2H-benzo[f]isoindole-1-carboxylate | 287378-37-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: ethyl 4,9-dihydro-4,9-ethano-2H-benzo[f]isoindole-1-carboxylate
• 英文别名: ethyl-4,9-dihydro-4,9-ethano-2H-benz[f]isoindole-1-carboxylate；ethyl 11-azatetracyclo[6.5.2.02,7.09,13]pentadeca-2,4,6,9,12-pentaene-10-carboxylate
• CAS: 287378-37-4
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: KFOMGMUEGQNMDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 4,9-dihydro-4,9-ethano-2H-benzo[f]isoindole-1-carboxylate 在 potassium hydroxide 作用下， 以 乙二醇 为溶剂， 反应 2.0h， 以79%的产率得到4,9-dihydro-4,9-ethano-2H-benz[f]isoindole
  参考文献：
  名称：

  SYNTHESIS OF BIS-nAPHTHOPORPHYRINS

  摘要：

  Ethanonaphthoporphyrins with a halogen atom at the zeta position were prepared by the [3+1] porphyrin synthesis of halogen-substituted ethanobenz[f]isoindole with a tripyrrane derivative. The halogeno porphyrins were converted to the corresponding ethynyl and pinacolatoboronyl compounds by Sonogashira and borylation reactions, respectively. Suzuki, Sonogashira, and Glaser coupling reactions of these ethanonaphthoporphyrins gave bis-porphyrins connected with no atom, acetylene, and butadiyne, respectively. Retro Diels-Alder reaction of these bis-porphyrins brought about the conversion of bicyclo[2.2.2]octadiene (BCOD) to benzene moieties to give bis-naphthoporphyrins, quantitatively.

  DOI：

  10.3987/com-12-s(n)50
• 作为产物：
  描述：

  苯次磺酰氯 在 potassium tert-butylate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 、 三氟乙酸 、 亚硝酸异戊酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 ethyl 4,9-dihydro-4,9-ethano-2H-benzo[f]isoindole-1-carboxylate
  参考文献：
  名称：

  SYNTHESIS OF BIS-nAPHTHOPORPHYRINS

  摘要：

  Ethanonaphthoporphyrins with a halogen atom at the zeta position were prepared by the [3+1] porphyrin synthesis of halogen-substituted ethanobenz[f]isoindole with a tripyrrane derivative. The halogeno porphyrins were converted to the corresponding ethynyl and pinacolatoboronyl compounds by Sonogashira and borylation reactions, respectively. Suzuki, Sonogashira, and Glaser coupling reactions of these ethanonaphthoporphyrins gave bis-porphyrins connected with no atom, acetylene, and butadiyne, respectively. Retro Diels-Alder reaction of these bis-porphyrins brought about the conversion of bicyclo[2.2.2]octadiene (BCOD) to benzene moieties to give bis-naphthoporphyrins, quantitatively.

  DOI：

  10.3987/com-12-s(n)50

文献信息

• Synthesis of π-conjugated asymmetric aza-BODIPYs via nitrosobicyclopyrroles
  作者：Ryota Mori、Minenari Asakura、Yukinori Kobayashi、Hiromu Mashimo、Makoto Roppongi、Satoshi Ito

  DOI：10.1016/j.tetlet.2022.153759

  日期：2022.4

  π-Conjugated aza-BODIPYs with absorption in the near-infrared region have attracted attention, but there are few reports of their synthesis. We report the synthesis and absorption properties of π-conjugated asymmetric aza-BODIPYs by nitrosation and retro-Diels-Alder reaction of bicyclo[2.2.2]octadiene-fused bicyclopyrroles. We also synthesized aza-BODIPY fused with [2.3]naphtho and [2.3]anthra structures

  在近红外区域具有吸收的π-共轭氮杂-BODIPYs引起了人们的关注，但对其合成的报道很少。我们报告了通过双环[2.2.2]辛二烯稠合双环吡咯的亚硝化和逆-Diels-Alder 反应合成π-共轭不对称氮杂-BODIPYs 的性质和吸收性能。我们还首次通过该方法合成了融合[2.3]萘和[2.3]蒽结构的aza-BODIPY和π-共轭氮杂-O-螯合物BODIPY。
• Field effect transistor and method of producing the same
  申请人：Miura Daisuke

  公开号：US20060099732A1

  公开（公告）日：2006-05-11

  A field effect transistor having a high field effect mobility is provided which can be obtained by a simple method. The field effect transistor includes an organic semiconductor layer composed of a crystallized film of a naphthoporphyrin compound represented by formula (2), which is obtained by the conversion by heating of the coating film of a porphyrin compound represented by formula (1), the organic semiconductor layer having crystal grains with a maximum metediar of 1 μm or more, wherein R 1 and R 2 each independently denote at least one selected from the group consisting of hydrogen, halogen, hydroxyl, and alkyl having 1 to 12 carbon atoms; R 3 denotes at least one selected from the group consisting of a hydrogen atom and an aryl group; and M denotes two hydrogen atoms, a metal atom or a metal oxide.

  提供一种具有高场效迁移率的场效应晶体管，该晶体管可以通过简单的方法获得。该场效应晶体管包括由公式（1）表示的卟啉化合物的涂层膜通过加热转化得到的由公式（2）表示的萘卟啉化合物的结晶薄膜组成的有机半导体层，该有机半导体层具有最大晶粒直径为1μm或更大的晶粒，其中R1和R2各自独立地表示氢、卤素、羟基和具有1至12个碳原子的烷基中的至少一种；R3表示氢原子和芳基中的至少一种；M表示两个氢原子、金属原子或金属氧化物。