trans-4-(N,N-diphenylamino)-4'-(hydroxymethyl)stilbene | 700845-97-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: trans-4-(N,N-diphenylamino)-4'-(hydroxymethyl)stilbene
• 英文别名: 4-(Diphenylamino)-4'-hydroxymethylstilbene；(4-(4-(Diphenylamino)styryl)phenyl)methanol；[4-[(E)-2-[4-(N-phenylanilino)phenyl]ethenyl]phenyl]methanol
• CAS: 700845-97-2
• 化学式: C₂₇H₂₃NO
• 分子量: 377.486
• InChiKey: VZRHKSPBQNPLGB-VAWYXSNFSA-N

物化性质

• 熔点：
  168-169 °C
• 沸点：
  569.9±29.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-4-(N,N-diphenylamino)-4'-(hydroxymethyl)stilbene 在 哌啶 、 草酰氯 、 二甲基亚砜 、 lithium hydroxide 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 13.97h， 生成
  参考文献：
  名称：

  An iterative approach toward the synthesis of discrete oligomeric p-phenylene vinylene organic dyes employing aqueous Wittig chemistry

  摘要：

  Photovoltaic research has become increasingly prominent as the search for alternatives to fossil fuels are actively sought. A novel process for the iterative synthesis of discrete donor/acceptor-flanked oligostilbenes, key constituents in dye-sensitized solar cells, is described. The aqueous Wittig process is high yielding, proceeds with high (E)-stereoselectivity and allows facile product purification. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.040
• 作为产物：
  描述：

  E-4-[2-(4-bromo-phenyl)-vinyl]-benzoic acid methyl ester 在 lithium aluminium tetrahydride 、 tris(dibenzylideneacetone)dipalladium (0) 、 三叔丁基膦 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 生成 trans-4-(N,N-diphenylamino)-4'-(hydroxymethyl)stilbene
  参考文献：
  名称：

  Zn(II)-Induced Ground-State π-Deconjugation and Excited-State Electron Transfer in N,N-Bis(2-pyridyl)amino-Substituted Arenes

  摘要：

  The synthesis and X-ray crystal structures of two N,N-bis(2-pyridyl)amino (dpa)-substituted aromatic systems (Ar-dpa) 1 (Ar = 4,4'-disubstituted trans-stilbene) and 2 (Ar = 1,4-disubstituted benzene) and their ZnCl2 complexes (1/ZnCl2 and 2/ZnCl2) are reported. The fluoroionophoric behavior of 1-2 in response to Zn(II) in acetonitrile also has been investigated. In addition, compound 3DPA has been prepared and served as a pi-deconjugated model for 1DPA. The observed crystal structures for 1/ZnCl2 and 2/ZnCl2 Could be divided into two distinct types, the planar and the twisted forms, depending on the aryl-dpa (C-ph-NC3) dihedral angle. The twisted form is more favorable for these complexes unless the arene has a strong "push-pull" character. Nonetheless, the degree of pi-conjugation between the N-pyridyl and the N-aryl group is reduced in both complex forms when compared with the free ligands. Such a Zn(II)-induced pi-deconjugation not only directly affects the internal charge transfer (ICT) fluorescence of the dpa-substituted stilbenes but also facilitates the occurrence of photoinduced electron transfer (PET) from the stilbene donor to the dpa/Zn(II) acceptor. The PET process is particularly important in accounting for the observed Zn(II)-induced fluorescence quenching for 1DPA as well as 3DPA.

  DOI：

  10.1021/jo049902z

文献信息

• Porphyrins with enhanced multi-photon absorption cross-sections for photodynamic therapy
  申请人：——

  公开号：US20030105070A1

  公开（公告）日：2003-06-05

  A method of increasing the multi-photon absorption cross-section of a porphyrin-based photosensitizer by attaching at least one TPA-chromophore at the meso- or beta-positions of a porphyrin structure of the porphyrin-based photosensitizer, and at least one intersystem crossing enhancing substituent to meso- or beta-positions of a porphyrin structure of the porphyrin-based photosensitizer, to thereby increase multi-photon absorption cross-section of the porphyrin-based photosensitizer to at least about 30 GM units at about its maximum wavelength for two-photon absorption. The TPA-chromophore is selected from a group of &pgr;-conjugated structures. The resulting porphyrin-based photosensitizer absorbs two photons of radiation in the range of about 700 nm to about 1300 nm.

  一种增加基于卟啉的光敏剂的多光子吸收截面的方法是，在基于卟啉的光敏剂的卟啉结构的meso-或beta-位置上连接至少一个TPA-色团，并在基于卟啉的光敏剂的卟啉结构的meso-或beta-位置上连接至少一种增强交替系统的交叉取代基，从而将基于卟啉的光敏剂的多光子吸收截面增加至至少在其最大波长处为两光子吸收约30 GM单位。TPA-色团是从一组π-共轭结构中选择的。由此产生的基于卟啉的光敏剂在约700nm到约1300nm范围内吸收两个光子的辐射。
• PORPHYRINS WITH ENHANCED MULTI-PHOTON ABSORPTION CROSS-SECTIONS FOR PHOTODYNAMIC THERAPY
  申请人：Montana State University-Bozeman

  公开号：EP1424942A1

  公开（公告）日：2004-06-09
• EP1424942A4
  申请人：——

  公开号：EP1424942A4

  公开（公告）日：2005-11-23
• US6953570B2
  申请人：——

  公开号：US6953570B2

  公开（公告）日：2005-10-11
• [EN] PORPHYRINS WITH ENHANCED MULTI-PHOTON ABSORPTION CROSS-SECTIONS FOR PHOTODYNAMIC THERAPY<br/>[FR] PORPHYRINES A SECTION EFFICACE D'ABSORPTION MULTI-PHOTONS POUR UNE THERAPIE PHOTODYNAMIQUE
  申请人：MONTATA STATE UNIVERSITY BOZEM

  公开号：WO2003017846A1

  公开（公告）日：2003-03-06

  A method of increasing the multi-photon absorption cross-section of a porphyrin-based photosensitizer by attaching at least one TPA-chromophore at the meso- or beta-positions of a porphyrin structure of the porphyrin-based photosensitizer, and at least one intersystem crossing enhancing substituent to meso- or beta-positions of a porphyrin structure of the porphyrin-based photosensitizer, to thereby increase multi-photon absorption cross-section of the porphyrin-based photosensitizer to at least about 30 GM units at about its maximum wavelength for two-photon absorption. The TPA-chromophore is selected from a group of p-conjugated structures. The resulting porphyrin-based photosensitizer absorbs two photons of radiation in the range of about 700 nm to about 1300 nm. (Figure 2) discloses the molecular structures of three porphyrins.