3,8-dipentyl-1,10-dihydro-benzo[e]pyrrolo[3,2-g]indole | 1246290-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,8-dipentyl-1,10-dihydro-benzo[e]pyrrolo[3,2-g]indole
• 英文别名: 3,10-Dipentyl-5,8-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),3,7(11),9,12,14-heptaene；3,10-dipentyl-5,8-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),3,7(11),9,12,14-heptaene
• CAS: 1246290-49-2
• 化学式: C₂₄H₃₀N₂
• 分子量: 346.516
• InChiKey: ZZKFGMZEYXMOHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3,8-dipentyl-1,10-dihydro-benzo[e]pyrrolo[3,2-g]indole 在 四氯化钛 、 copper(l) chloride 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 6.33h， 生成
  参考文献：
  名称：

  Dinaphthoporphycenes: Synthesis and Nonlinear Optical Studies

  摘要：

  Naphthobipyrrole-derived porphycenes are synthesized for the first time via McMurry coupling of the beta-alkylated 2,9-diformylnaphthobipyrrole derivatives, which in turn were prepared easily from 2,3-naphthalene bishydrazine in four steps. Insertion of nickel into the porphycene core results in transformation of the rectangular N4-core into a square type geometry owing to the fusion of naphthalene moiety onto the bipyrrole entities. These porphycenes show large, intensity dependent three-photon absorption.

  DOI：

  10.1021/ol102378g
• 作为产物：
  描述：

  3,8-dipentyl-1,10-dihydro-benzo[e]pyrrolo[3,2-g]indole-2,9-dicarboxylic 2,9-diethyl ester 在 sodium hydroxide 作用下， 以 乙二醇 为溶剂， 反应 1.5h， 以87%的产率得到3,8-dipentyl-1,10-dihydro-benzo[e]pyrrolo[3,2-g]indole
  参考文献：
  名称：

  萘卟啉

  摘要：

  Naphthobipyrrole 是卟啉和卟啉类似物合成的潜在有用构件。这里报道了一种简单、可推广的 α-甲酰化、β-取代萘并联吡咯的合成路线及其在制备双萘并卟啉中的用途。通过单晶 X 射线衍射分析确定，所得的双萘卟啉具有平面几何形状；与简单的卟啉相比，它们还显示出吸收最大值发生红移。

  DOI：

  10.1021/ol101931y

文献信息

• Dinaphthoporphycenes
  作者：Vladimir Roznyatovskiy、Vincent Lynch、Jonathan L. Sessler

  DOI：10.1021/ol101931y

  日期：2010.10.1

  Naphthobipyrrole is a potentially useful building block for porphyrin and porphyrin analogue synthesis. Reported here is a simple, generalizable synthetic route to α-formylated, β-substituted naphthobipyrroles and their use in the preparation of binaphthoporphycenes. The resulting binaphthoporphycenes possess a planar geometry as determined via a single-crystal X-ray diffraction analysis; they also

  Naphthobipyrrole 是卟啉和卟啉类似物合成的潜在有用构件。这里报道了一种简单、可推广的 α-甲酰化、β-取代萘并联吡咯的合成路线及其在制备双萘并卟啉中的用途。通过单晶 X 射线衍射分析确定，所得的双萘卟啉具有平面几何形状；与简单的卟啉相比，它们还显示出吸收最大值发生红移。
• Cyclo[4]naphthobipyrroles: Naphthobipyrrole-Derived Cyclo[8]pyrroles with Strong Near-Infrared Absorptions
  作者：Tridib Sarma、Pradeepta K. Panda

  DOI：10.1002/chem.201102486

  日期：2011.12.9

  1273 to 1339 nm was observed for cyclo[4]naphthobipyrroles, obtained through acid‐catalysed oxidative coupling methods from β‐dialkylnaphthobipyrroles (see figure). These molecules display a large redshift (161–228 nm) in their lowest energy bands relative to the reported alkylated cyclo[8]pyrrole, owing to the induced structural rigidification and extended π conjugation.

  扩展的卟啉：通过酸催化氧化偶联法从β-二烷基萘联吡咯中获得的环[4]萘联吡咯观察到了1273至1339 nm之间的强NIR吸收（见图）。相对于报道的烷基化环[8]吡咯，这些分子在其最低能带中表现出大的红移（161-228 nm），这是由于诱导的结构刚性和扩展的π共轭作用。
• Dinaphthoporphycenes: Synthesis and Nonlinear Optical Studies
  作者：Tridib Sarma、Pradeepta K. Panda、P. T. Anusha、S. Venugopal Rao

  DOI：10.1021/ol102378g

  日期：2011.1.21

  Naphthobipyrrole-derived porphycenes are synthesized for the first time via McMurry coupling of the beta-alkylated 2,9-diformylnaphthobipyrrole derivatives, which in turn were prepared easily from 2,3-naphthalene bishydrazine in four steps. Insertion of nickel into the porphycene core results in transformation of the rectangular N4-core into a square type geometry owing to the fusion of naphthalene moiety onto the bipyrrole entities. These porphycenes show large, intensity dependent three-photon absorption.