3,3-diphenyl-3H-pyrano[3,2-f]quinoline | 152365-47-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3,3-diphenyl-3H-pyrano[3,2-f]quinoline
• 英文别名: 3,3-diphenylpyrano[3,2-f]quinoline
• CAS: 152365-47-4
• 化学式: C₂₄H₁₇NO
• 分子量: 335.405
• InChiKey: ZSQNHKCWTZYULS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3-diphenyl-3H-pyrano[3,2-f]quinoline 以 甲苯 为溶剂， 生成 5-[3,3-Diphenyl-prop-2-en-(Z)-ylidene]-5H-quinolin-6-one
  参考文献：
  名称：

  萘并吡喃，吡喃并喹啉，吡喃并喹唑啉和吡喃并喹喔啉的合成及光致变色行为

  摘要：

  用不同的六元氮杂杂环稠新色烯制备，即，在3 ħ -pyra-无[3,2- ˚F〕喹啉9/10和14中，8 ħ吡喃并[2,3- ħ ]异喹啉11， 8 ħ吡喃并[3,2- ˚F ] quinazolme 12，8- ħ吡喃并[3,2- ˚F ]喹喔啉13，和2 ħ吡喃并[2,3- ˚F ]异喹啉15。使用便利取代的α，β-不饱和醛和氮杂环杂环酚产生的有机钛中间体可以完成合成。除了相应的萘并吡喃以外，还研究了它们的光致变色行为（光致变色产率，光merocyanines的UV / VIS光谱，热漂白速率常数）。通过研究光致变色性质和溶剂效应，定量研究了吡喃部分中的杂环效应和取代基的作用。二芳基取代的叠氮基稠合色酮，特别是异喹啉衍生物，对光金属花青显示出更高的着色能力和红移谱，为光致变色应用开辟了新的前景。

  DOI：

  10.1002/hlca.19970800310
• 作为产物：
  描述：

  5-[3,3-Diphenyl-prop-2-en-(Z)-ylidene]-5H-quinolin-6-one 以 甲苯 为溶剂， 生成 3,3-diphenyl-3H-pyrano[3,2-f]quinoline
  参考文献：
  名称：

  Effect of the type of linkage between phenyl groups on the structure and photochemical properties of 2,2-diaryl-substituted pyridoannelated [2H]-chromenes

  摘要：

  Three 2,2-diaryl-substituted pyridoannelated [2H]-chromenes have been studied by X-ray diffraction analysis. Bonding of the benzene rings through bridges of different nature and with different length affects substantially the orientation of the benzene rings, steric interactions at the C center, the conformation of the molecule, and the C-O bond length. A correlation between the photocolorability of chromenes under study and the orientation of the benzene rings with respect to the C-O bond, which provides different prerequisites to stabilization of the C(1)-centered cation formed upon cleavage of the C-O bond, was established. The effect of the orientation of the benzene rings on the dark reaction of ring closure was found.

  DOI：

  10.1007/bf02503478

文献信息

• Inhibition of the photochromic behaviour of a 3,3-diphenyl-3H-pyrano[3,2-f]quinoline ligand by coordination to Ag(I) ions
  作者：Ross J.L. Edgar、Paul I.P. Elliott、Rebecca V. Fennessy、Christopher D. Gabbutt、B. Mark Heron、Simon J.A. Pope、Alessandro Sinopoli、Craig R. Rice

  DOI：10.1016/j.dyepig.2019.108167

  日期：2020.4

  characterisation of a photoresponsive 3,3-diphenyl-3H-pyrano[3,2-f]quinoline ligand which contains both quinoline and thiazole N-donor moieties is described. This ligand acts as a bidentate N-donor ligand and the solid-state structure of a Ag(I) complex is reported. Whereas the free ligand exhibits typical photochromic behaviour, coordination with Ag(I) results in complete inhibition of the photochromic response

  描述了包含喹啉和噻唑N-供体部分的光响应性3,3-二苯基-3 H-吡喃并[3,2- f ]喹啉配体的合成和表征。该配体充当双齿N-供体配体，并且报道了Ag（I）配合物的固态结构。游离配体表现出典型的光致变色行为，而与Ag（I）的配位导致对光致变色反应的完全抑制。然而，激发波长相关的发射光谱证明了新型Ag（I）配合物的荧光响应增加。
• New Photochromic 2,2-Diphenyl-[2H]-Chromenes Annellated With Nitrogenated Sex-Membered Ring
  作者：J. L. Pozzo、V. A. Lokshin、R. Guglielmetti

  DOI：10.1080/10587259408037791

  日期：1994.5

  New photochromic 2,2-diphenyl-[2H]-chromenes 1-6 annellated with nitrogenated six-membered ring have been synthetized by optimized reaction of suitable metal phenolates and beta-phenyl cinnamaldehyde. All compounds exhibit photochromic behavior at room temperature. Chemical yields and photochromic characteristics depend significantly on the relative position of annellation on the chromenic moiety.
• AUTHENTICATING A PRODUCT
  申请人：Carr Paul

  公开号：US20100214373A1

  公开（公告）日：2010-08-26

  This invention generally relates to a composition, an apparatus, and a method for authenticating a product. In particular, the invention relates to an ink composition for marking a product with a continuous inkjet printer. The composition includes a visible ink and a UV, visible, and/or IR marker. Marking includes depositing the ink composition on the product with the continuous inkjet printer. A marked product is authenticated with a hand-held apparatus that activates the marker in the mark with UV radiation. Activation of the marker in the mark changes the absorbance/reflectance of visible radiation by the mark without changing the visual appearance of the mark. Authenticity of the product is assessed by a change in absorbance or reflectance of visible radiation by the mark after activation of the mark.
• Synthesis and Photochromic Behaviour of Naphthopyrans, Pyranoquinolines, Pyranoquinazolines and Pyranoquinoxalines
  作者：Jean-Luc Pozzo、Andr� Samat、Robert Guglielmetti、Roger Dubest、Jean Aubard

  DOI：10.1002/hlca.19970800310

  日期：1997.5.12

  annulated with different six-membered azaheterocycles were prepared, i.e., the 3H-pyra-no[3,2-f]quinolines 9/10 and 14, the 8H-pyrano[2,3-h]isoquinoline 11, the 8H-pyrano[3,2-f]quinazolme 12, the 8-H-pyrano[3,2-f]quinoxaline 13, and the 2H-pyrano[2,3-f]isoquinoline 15. The synthesis was achieved using conveniently substituted α,β-unsaturated aldehydes and organotitanium intermediates arising from azaheterocyclic

  用不同的六元氮杂杂环稠新色烯制备，即，在3 ħ -pyra-无[3,2- ˚F〕喹啉9/10和14中，8 ħ吡喃并[2,3- ħ ]异喹啉11， 8 ħ吡喃并[3,2- ˚F ] quinazolme 12，8- ħ吡喃并[3,2- ˚F ]喹喔啉13，和2 ħ吡喃并[2,3- ˚F ]异喹啉15。使用便利取代的α，β-不饱和醛和氮杂环杂环酚产生的有机钛中间体可以完成合成。除了相应的萘并吡喃以外，还研究了它们的光致变色行为（光致变色产率，光merocyanines的UV / VIS光谱，热漂白速率常数）。通过研究光致变色性质和溶剂效应，定量研究了吡喃部分中的杂环效应和取代基的作用。二芳基取代的叠氮基稠合色酮，特别是异喹啉衍生物，对光金属花青显示出更高的着色能力和红移谱，为光致变色应用开辟了新的前景。
• Effect of the type of linkage between phenyl groups on the structure and photochemical properties of 2,2-diaryl-substituted pyridoannelated [2H]-chromenes
  作者：S. M. Aldoshin、I. I. Chuev、O. S. Filipenko、A. N. Utenyshev、G. Harie、V. Lokshin、A. Samat、R. Guglielmetti、G. Pepe

  DOI：10.1007/bf02503478

  日期：1998.6

  Three 2,2-diaryl-substituted pyridoannelated [2H]-chromenes have been studied by X-ray diffraction analysis. Bonding of the benzene rings through bridges of different nature and with different length affects substantially the orientation of the benzene rings, steric interactions at the C center, the conformation of the molecule, and the C-O bond length. A correlation between the photocolorability of chromenes under study and the orientation of the benzene rings with respect to the C-O bond, which provides different prerequisites to stabilization of the C(1)-centered cation formed upon cleavage of the C-O bond, was established. The effect of the orientation of the benzene rings on the dark reaction of ring closure was found.