(E)-2-[3-cyano-4-(4-(diphenylamino)styryl)-5,5-dimethylfuran-2(5H)-ylidene]malononitrile

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-2-[3-cyano-4-(4-(diphenylamino)styryl)-5,5-dimethylfuran-2(5H)-ylidene]malononitrile
• 英文别名: 2-[3-cyano-5,5-dimethyl-4-[(E)-2-[4-(N-phenylanilino)phenyl]ethenyl]furan-2-ylidene]propanedinitrile
• 化学式: C₃₀H₂₂N₄O
• 分子量: 454.531
• InChiKey: AJCOFSGQYILSOV-OBGWFSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  83.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-羟基-3-甲基-2-丁酮 在 哌啶 、 lithium 作用下， 以 乙醇 、 甲苯 、 乙腈 为溶剂， 反应 42.0h， 生成 (E)-2-[3-cyano-4-(4-(diphenylamino)styryl)-5,5-dimethylfuran-2(5H)-ylidene]malononitrile
  参考文献：
  名称：

  Tuning the solid-state emission of small push-pull dipolar dyes to the far-red through variation of the electron-acceptor group

  摘要：

  Series of solid-state emitters based on the D-pi-A dipolar structure and featuring various electron-donor and electron-acceptor groups were designed, and their spectroscopic properties studied. From weak emission in dilute solutions, intense emissions in aggregated state (ATE) and in the crystalline state were obtained. Analysis in light of crystal structures obtained by X-ray diffraction revealed specific crystal packing and presence of long chain of emitting aggregates. This simple molecular engineering around the D-pi-A dipolar structure provides easy access to a wide range of effective solid-state emitters allowing modulation of emission wavelengths up to the near infrared (lambda(em) reaching 735 and 768 nm for compound 2f and 3f bearing the strongest electron-withdrawing group).

  DOI：

  10.1016/j.dyepig.2018.03.049

文献信息

• Fluorophore compounds and their use in biological systems
  申请人：Moerner E. William

  公开号：US20070134737A1

  公开（公告）日：2007-06-14

  Fluorophore compounds and methods for their use are disclosed. The fluorophores contain a 2-dicyanomethylen-3-cyano-2,5-dihydrofuran (DCDHF) moiety and one or more donor groups conjugated to the 2-dicyanomethylen-3-cyano-2,5-dihydrofuran group. The donor groups can contain atoms with free electron pairs such as oxygen, sulfur, nitrogen, or phosphorous. The fluorophore compounds can be used to label and detect biological molecules and biological structures either in vivo or in vitro.

  荧光物质化合物及其使用方法已被披露。这些荧光物质包含一个2-二氰甲亚甲基-3-氰基-2,5-二氢呋喃（DCDHF）基团，以及一个或多个与2-二氰甲亚甲基-3-氰基-2,5-二氢呋喃基团共轭的给体基团。给体基团可以包含具有自由电子对的原子，如氧、硫、氮或磷。这些荧光物质化合物可用于标记和检测生物分子和生物结构，无论是在体内还是体外。
• FLUOROPHORE COMPOUNDS AND THEIR USE IN BIOLOGICAL SYSTEMS
  申请人：MOERNER E. William

  公开号：US20050009109A1

  公开（公告）日：2005-01-13

  Fluorophore compounds and methods for their use are disclosed. The fluorophores contain a 2-dicyanomethylen-3-cyano-2,5-dihydrofuran (DCDHF) moiety and one or more donor groups conjugated to the 2-dicyanomethylen-3-cyano-2,5-dihydrofuran group. The donor groups can contain atoms with free electron pairs such as oxygen, sulfur, nitrogen, or phosphorous. The fluorophore compounds can be used to label and detect biological molecules and biological structures either in vivo or in vitro.

  本发明公开了荧光物质化合物及其使用方法。该荧光物质包含2-二氰基甲烯基-3-氰基-2,5-二氢呋喃（DCDHF）基团和一个或多个与2-二氰基甲烯基-3-氰基-2,5-二氢呋喃基团共轭的给体基团。这些给体基团可以包含具有自由电子对的原子，如氧、硫、氮或磷。该荧光物质化合物可用于标记和检测生物分子和生物结构，无论是在体内还是体外。
• [EN] FLUOROPHORE COMPOUNDS AND THEIR USE IN BIOLOGICAL SYSTEMS<br/>[FR] COMPOSES DE FLUOROPHORE ET LEUR UTILISATION DANS DES SYSTEMES BIOLOGIQUES
  申请人：UNIV STANFORD

  公开号：WO2005005956A2

  公开（公告）日：2005-01-20

  [EN] Fluorophore compounds and methods for their use are disclosed. The fluorophores contain a 2-dicyanomethylen-3-cyano-2,5-dihydrofuran (DCDHF) moiety and one or more donor groups conjugated to the 2-dicyanomethylen-3-cyano-2,5-dihydrofuran group. The donor groups can contain atoms with free electron pairs such as oxygen, sulfur, nitrogen, or phosphorous. The fluorophore compounds can be used to label and detect biological molecules and biological structures either in vivo or in vitro.
  [FR] La présente invention concerne des composés de fluorophore et des procédés pour les utiliser. Ces fluorophores contiennent un groupe 2-dicyanométhylène-3-cyano-2,5-dihydrofurane (DCDHF) et un ou plusieurs groupes donneurs qui sont conjugués au groupe 2-dicyanométhylène-3-cyano-2,5-dihydrofurane. Les groupes donneurs peuvent contenir des atomes avec des paires d'électrons libres, tels que de l'oxygène, du soufre, de l'azote ou du phosphore. Les composés de fluorophore selon cette invention peuvent être utilisés pour marquer et détecter des molécules biologiques et des structures biologiques soit in vivo, soit in vitro.
• Tuning the solid-state emission of small push-pull dipolar dyes to the far-red through variation of the electron-acceptor group
  作者：Sébastien Redon、Gwenaëlle Eucat、Martin Ipuy、Erwann Jeanneau、Isabelle Gautier-Luneau、Alain Ibanez、Chantal Andraud、Yann Bretonnière

  DOI：10.1016/j.dyepig.2018.03.049

  日期：2018.9

  Series of solid-state emitters based on the D-pi-A dipolar structure and featuring various electron-donor and electron-acceptor groups were designed, and their spectroscopic properties studied. From weak emission in dilute solutions, intense emissions in aggregated state (ATE) and in the crystalline state were obtained. Analysis in light of crystal structures obtained by X-ray diffraction revealed specific crystal packing and presence of long chain of emitting aggregates. This simple molecular engineering around the D-pi-A dipolar structure provides easy access to a wide range of effective solid-state emitters allowing modulation of emission wavelengths up to the near infrared (lambda(em) reaching 735 and 768 nm for compound 2f and 3f bearing the strongest electron-withdrawing group).