1-butyl-1,2,3,4-tetrahydrobenzo[h]quinoline-6-carbaldehyde | 922528-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-butyl-1,2,3,4-tetrahydrobenzo[h]quinoline-6-carbaldehyde
• 英文别名: 1-Butyl-1,2,3,4-tetrahydrobenzo[h]quinoline-6-carbaldehyde；1-butyl-3,4-dihydro-2H-benzo[h]quinoline-6-carbaldehyde
• CAS: 922528-50-5
• 化学式: C₁₈H₂₁NO
• 分子量: 267.371
• InChiKey: YTKDOJPXRCGMTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-butyl-1,2,3,4-tetrahydrobenzo[h]quinoline-6-carbaldehyde 、 2-(3-氰基-4,5,5-三甲基呋喃-2(5H)-亚甲基)丙二腈 在 吡啶 、 溶剂黄146 作用下， 以60%的产率得到2-{4-[(E)-2-(1-Butyl-1,2,3,4-tetrahydro-benzo[h]quinolin-6-yl)-vinyl]-3-cyano-5,5-dimethyl-5H-furan-2-ylidene}-malononitrile
  参考文献：
  名称：

  The influence of tetrahydroquinoline rings in dicyanomethylenedihydrofuran (DCDHF) single-molecule fluorophores

  摘要：

  We have synthesized several series of DCDHF fluorophores with the amine donor either acyclic or constrained in one or two tetrahydroquinoline rings. The absorption and the fluorescence emission wavelengths and quantum yields have been determined and correlated with the specific donor structures. Generally, inclusion of the donor in a ring annulated to the benzene or naphthalene aromatic (Ar) pi-core results in a bathochromic shift of absorption and emission accompanied by an increase in the quantum yield. Thus, the tetrahydroquinoline donor provides an efficient way to tailor the properties of fluorophores with substituted amines as electron-donating groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.044
• 作为产物：
  描述：

  1-butyl-1,2,3,4-tetrahydrobenzo[h]quinoline 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 反应 4.5h， 以0.7 g的产率得到1-butyl-1,2,3,4-tetrahydrobenzo[h]quinoline-6-carbaldehyde
  参考文献：
  名称：

  The influence of tetrahydroquinoline rings in dicyanomethylenedihydrofuran (DCDHF) single-molecule fluorophores

  摘要：

  We have synthesized several series of DCDHF fluorophores with the amine donor either acyclic or constrained in one or two tetrahydroquinoline rings. The absorption and the fluorescence emission wavelengths and quantum yields have been determined and correlated with the specific donor structures. Generally, inclusion of the donor in a ring annulated to the benzene or naphthalene aromatic (Ar) pi-core results in a bathochromic shift of absorption and emission accompanied by an increase in the quantum yield. Thus, the tetrahydroquinoline donor provides an efficient way to tailor the properties of fluorophores with substituted amines as electron-donating groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.044

文献信息

• The influence of tetrahydroquinoline rings in dicyanomethylenedihydrofuran (DCDHF) single-molecule fluorophores
  作者：Hui Wang、Zhikuan Lu、Samuel J. Lord、Katherine A. Willets、Jeffrey A. Bertke、Scott D. Bunge、W.E. Moerner、Robert J. Twieg

  DOI：10.1016/j.tet.2006.10.044

  日期：2007.1

  We have synthesized several series of DCDHF fluorophores with the amine donor either acyclic or constrained in one or two tetrahydroquinoline rings. The absorption and the fluorescence emission wavelengths and quantum yields have been determined and correlated with the specific donor structures. Generally, inclusion of the donor in a ring annulated to the benzene or naphthalene aromatic (Ar) pi-core results in a bathochromic shift of absorption and emission accompanied by an increase in the quantum yield. Thus, the tetrahydroquinoline donor provides an efficient way to tailor the properties of fluorophores with substituted amines as electron-donating groups. (c) 2006 Elsevier Ltd. All rights reserved.