2,5-bis[(4-bromophenyl)hydroxymethyl]-furan | 1041159-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-bis[(4-bromophenyl)hydroxymethyl]-furan
• 英文别名: 2,5-bis(4-bromophenylhydroxymethyl)furan
• CAS: 1041159-16-3
• 化学式: C₁₈H₁₄Br₂O₃
• 分子量: 438.115
• InChiKey: UNWJHIQLIPKNEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  53.6
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,5-bis[(4-bromophenyl)hydroxymethyl]-furan 在 三氟化硼乙醚 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, Structure and Studies of Meso ‐Triaryl 22‐Oxabenzonorroles

  摘要：

  AbstractThe first examples of meso‐triaryl 22‐oxabenzonorroles were synthesized in 18–21% yields by oxidation of appropriate meso‐triaryl oxabenzobilane. The key precursors, the meso‐triaryl oxabenzobilanes were synthesized readily by treating 16‐oxatripyrrane with (1H‐indol‐3‐yl)(p‐tolyl)methanol under acid catalyzed conditions. The meso‐triaryl 22‐oxabenzonorroles were obtained in free base form by following our simple straight‐forward synthetic strategy. The X‐ray structure obtained for meso‐tritolyl 22‐oxabenzonorroles revealed that the indole ring was deviated by an angle of 41.27° from the mean plane. The NMR studies supported the presence of diatropic ring current effect as inner NH and CH protons were observed in the upfield region. The absorption spectra of 22‐oxabenzonorroles exhibited one strong Soret band and four weak Q‐bands. The electrochemical studies revealed that the macrocycles are electron rich and undergo easier oxidations. The DFT and TD‐DFT studies were in agreement with the experimental observations and NICS and HOMA values supports the aromatic nature of meso‐triaryl oxabenzonorroles.

  DOI：

  10.1002/asia.202200744
• 作为产物：
  描述：

  呋喃 、 对溴苯甲醛 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 、 四氢呋喃 为溶剂， 反应 1.0h， 生成 2,5-bis[(4-bromophenyl)hydroxymethyl]-furan
  参考文献：
  名称：

  16族杂原子核修饰的稠环扩卟啉的合成与性质

  摘要：

  据报道，合成了一系列新型的核心修饰和稠合环膨胀的四苯基卟啉。使用理论计算，磁圆二向色性（MCD）和荧光光谱测量来分析用16族氧，硫，硒和碲原子进行的核修饰对卟啉的光学性质和电子结构的影响。观察到Q和B谱带明显的红移和加速的系统间交叉速率，因此使这些化合物潜在地适合于各种应用。基于其他结构修饰，例如通过使用噻吩前体与稠合双环[2.2]并入稠合苯环以形成ABAB结构，可以进一步微调这些光学性质。还研究了内消旋-苯环。

  DOI：

  10.1002/chem.201200956

文献信息

• Molecular Structure, UV/Vis Spectra, and Cyclic Voltammograms of Mn(II), Co(II), and Zn(II) 5,10,15,20-Tetraphenyl-21-oxaporphyrins
  作者：Silvio Stute、Linda Götzke、Dirk Meyer、Mohamed L. Merroun、Peter Rapta、Olga Kataeva、Wilhelm Seichter、Kerstin Gloe、Lothar Dunsch、Karsten Gloe

  DOI：10.1021/ic302268h

  日期：2013.2.4

  The 5,10,15,20-tetraphenyl-21-oxaporphyrin complexes of Mn(II), Co(II), and Zn(II) have been crystallized and studied by X-ray diffraction, NMR and UV/vis spectroscopy, and mass spectrometry as well as cyclic voltammetry. The X-ray structure of the earlier described Cu(II) complex is also reported. All complex structures possess a five-coordinate, approximately square-pyramidal geometry with a slight deviation of the heteroaromatic moieties from planarity. The packing structures are characterized by parallel strands of complex molecules interacting by weak hydrogen bonds. In the case of Zn(II) an octahedral complex has also been isolated using a side-chain hydroxy functionalized oxaporphyrin ligand; the structure was verified by NMR and EXAFS spectroscopy. Cyclic voltammetry studies reveal that the reduction of the complex bound Mn(II), Co(II), and Zn(II) ions is a ligand-centered process whereas the first oxidation step depends on the metal ion present.
• Synthesis of <i>meso</i>-Triaryl 22-Oxanorroles
  作者：Poornenth Pushpanandan、Vratta Grover、Mangalampalli Ravikanth

  DOI：10.1021/acs.orglett.2c00949

  日期：2022.5.6