1,4-di-(3-phenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene | 872715-65-6

• 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: 1,4-di-(3-phenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene
• 英文别名: 1,4-bis[3-phenyl-3H-naphtho[2,1-b]pyran-3-yl]benzene；3H-Naphtho[2,1-b]pyran, 3,3'-(1,4-phenylene)bis[3-phenyl-；3-phenyl-3-[4-(3-phenylbenzo[f]chromen-3-yl)phenyl]benzo[f]chromene
• CAS: 872715-65-6
• 化学式: C₄₄H₃₀O₂
• 分子量: 590.721
• InChiKey: GXVWKXCTJDZULX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  46
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-联苯酰基苯 在 4-甲基苯磺酸吡啶 、 乙炔 、 原甲酸三甲酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 1,4-di-(3-phenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene
  参考文献：
  名称：

  新型亚苯基连接的光致变色双吡喃的合成和光致变色。

  摘要：

  [反应：见正文]通过双炔丙基醇与萘酚的一锅反应以高收率合成了苯连接的双萘并吡喃。1,4-亚苯基连接的双吡喃中随温度变化的光致变色现象导致在室温和-20摄氏度下形成的有色物质之间出现高达60 nm的红移。在1,4-亚苯基中观察到更好的抗疲劳性和更高的可着色性与1，3-亚苯基连接的双-[2H]-萘并[1,2-b]吡喃相比，双-[2H]-萘并[1,2-b]吡喃。

  DOI：

  10.1021/ol052587y

文献信息

• Spectrokinetic studies on new bi-photochromic molecules containing two naphthopyran entities
  作者：Paulo J. Coelho、Maria A. Salvador、B.Mark Heron、Luis M. Carvalho

  DOI：10.1016/j.tet.2005.09.035

  日期：2005.12

  A range of new bi-photochromic molecules containing two identical (3a-d) or two distinct naphthopyran units (6a-d), linked through the phenyl substituents located on the sp(3) hybridised pyran ring carbon atom, using conjugated and non-conjugated spacers, have been synthesised from bis-propynols and (substituted) naphthols. Study of the spectrokinetic properties of these compounds under near UV-vis continuous irradiation conditions revealed that the two naphthopyran units are stimulated independently leading to open forms with higher colourabilities but without affecting the individual bleaching kinetics. Compared to the individual photochromic components and to model mono-photochromes it was observed that the nature of the bridge has a small effect on the photochromic properties of each system. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis and Photochromism of Novel Phenylene-Linked Photochromic Bispyrans
  作者：Weili Zhao、Erick M. Carreira

  DOI：10.1021/ol052587y

  日期：2006.1.1

  [reaction: see text] Phenylene-linked bisnaphthopyrans were synthesized in good yields via the one-pot reaction of bis-propargyl alcohols with naphthols. Temperature-dependent photochromism in 1,4-phenylene-linked bispyrans leads to up to 60 nm bathochromic shift between the colored species formed at room temperature and at -20 degrees C. Better fatigue resistance and higher colorability was observed

  [反应：见正文]通过双炔丙基醇与萘酚的一锅反应以高收率合成了苯连接的双萘并吡喃。1,4-亚苯基连接的双吡喃中随温度变化的光致变色现象导致在室温和-20摄氏度下形成的有色物质之间出现高达60 nm的红移。在1,4-亚苯基中观察到更好的抗疲劳性和更高的可着色性与1，3-亚苯基连接的双-[2H]-萘并[1,2-b]吡喃相比，双-[2H]-萘并[1,2-b]吡喃。