trans-4-Amino-4'-brom-stilben | 7297-51-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-4-Amino-4'-brom-stilben
• 英文别名: trans-4-(amino)-4'-(bromo)stilbene；4'-bromo-trans-stilben-4-ylamine；4'-Brom-trans-stilben-4-ylamin；4'-Brom-trans-stilbenyl-(4)-amin；4-[(E)-2-(4-bromophenyl)ethenyl]aniline
• CAS: 7297-51-0
• 化学式: C₁₄H₁₂BrN
• 分子量: 274.16
• InChiKey: LIVPLMYFTYKEHZ-OWOJBTEDSA-N

物化性质

• 沸点：
  413.9±24.0 °C(Predicted)
• 密度：
  1.434±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  trans-4-Amino-4'-brom-stilben 在 亚硝酸正戊酯 、 硫酸 、 sodium azide 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 1.5h， 生成 4'-bromo-4-azidostilbene
  参考文献：
  名称：

  Bose, Rohit; Ahmad, Abid R.; Dicks, Andrew P., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1999, # 8, p. 1591 - 1599

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基苯乙酸 在 palladium on activated charcoal 哌啶 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 trans-4-Amino-4'-brom-stilben
  参考文献：
  名称：

  Bose, Rohit; Ahmad, Abid R.; Dicks, Andrew P., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1999, # 8, p. 1591 - 1599

  摘要：

  DOI：

文献信息

• Synthesis of Deuterated (<i>E</i>)-Alkene through Xanthate-Mediated Hydrogen–Deuterium Exchange Reactions
  作者：Jiaming Li、Jian Li、Xiaoliang Ji、Runfa He、Yang Liu、Zebin Chen、Yubing Huang、Qiang Liu、Yibiao Li

  DOI：10.1021/acs.orglett.1c02600

  日期：2021.10.1

  Herein we have developed a reversible hydrogen–deuterium exchange reaction of nonactivated olefins. By using EtOCS2K as a mediator, the H/D exchange reaction was realized through repeated addition and elimination reactions, demonstrating reversible H/D exchange between ordinary olefins and deuterated olefins. Using the lowest cost D2O without precious metal catalysts and ligands, a broad spectrum of

  在此，我们开发了非活化烯烃的可逆氢-氘交换反应。以EtOCS 2 K为介体，通过反复加成和消去反应实现H/D交换反应，证明了普通烯烃和氘化烯烃之间的H/D交换是可逆的。在没有贵金属催化剂和配体的情况下使用最低成本的 D 2 O，实现了广泛的官能团兼容性。
• Controlling Electron Transfer in Donor−Bridge−Acceptor Molecules Using Cross-Conjugated Bridges
  作者：Annie Butler Ricks、Gemma C. Solomon、Michael T. Colvin、Amy M. Scott、Kun Chen、Mark A. Ratner、Michael R. Wasielewski

  DOI：10.1021/ja107420a

  日期：2010.11.3

  xanthone bridges. Photoinitiated CS through the cross-conjugated 1,1-diphenylethene bridge is about 30 times slower than through its linearly conjugated trans-stilbene counterpart and is comparable to that observed through the diphenylmethane bridge. This result implies that cross-conjugation strongly decreases the π orbital contribution to the donor-acceptor electronic coupling so that electron transfer

  已经使用时间分辨光谱比较和对比了一系列具有交叉共轭、线性共轭和饱和桥的供体-桥-受体 (DBA) 分子中的光引发电荷分离 (CS) 和重组 (CR)。3,5-二甲基-4-(9-蒽基)julolidine (DMJ-An) 的光激发电荷转移态是供体，萘-1,8:4,5-双(二甲酰亚胺) (NI) 是受体在所有情况下，连同 1,1-二苯基乙烯、反式二苯乙烯、二苯基甲烷和氧杂蒽酮桥。通过交叉共轭 1,1-二苯基乙烯桥的光引发 CS 比通过其线性共轭反式二苯乙烯对应物慢约 30 倍，并且与通过二苯甲烷桥观察到的结果相当。该结果意味着交叉共轭强烈降低了对供体-受体电子耦合的 π 轨道贡献，因此电子转移很可能使用桥 σ 系统作为其主要的 CS 途径。相比之下，通过交叉共轭的呫吨酮桥的 CS 速率与通过线性共轭的反二苯乙烯桥观察到的速率相当。这些桥上的分子电导计算表明，交叉共轭导致量子干涉效应，极大地改
• Veschambre,H.; Kergomard,A., Bulletin de la Societe Chimique de France, 1966, p. 336 - 342
  作者：Veschambre,H.、Kergomard,A.

  DOI：——

  日期：——
• Haddow et al., Philosophical transactions of the Royal Society of London. Series A, Mathematical and physical sciences, 1948, vol. 241, p. 147,186
  作者：Haddow et al.

  DOI：——

  日期：——
• Zn(II)-Induced Ground-State π-Deconjugation and Excited-State Electron Transfer in <i>N,N</i>-Bis(2-pyridyl)amino-Substituted Arenes
  作者：Jye-Shane Yang、Yan-Duo Lin、Yu-Hsi Lin、Fen-Ling Liao

  DOI：10.1021/jo049902z

  日期：2004.5.1

  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.