3,5-bis(3',4',5'-tri-n-decyloxyphenyl)pyrazole | 918870-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-bis(3',4',5'-tri-n-decyloxyphenyl)pyrazole
• 英文别名: 3,5-Bis[3,4,5-tris(decyloxy)phenyl]-1H-pyrazole；3,5-bis(3,4,5-tris-decoxyphenyl)-1H-pyrazole
• CAS: 918870-12-9
• 化学式: C₇₅H₁₃₂N₂O₆
• 分子量: 1157.88
• InChiKey: ODAMZTRQSWTMEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  30.4
• 重原子数：
  83
• 可旋转键数：
  62
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-bis(3',4',5'-tri-n-decyloxyphenyl)pyrazole 、 (tetrahydrothiophene)gold(I) chloride 在 KOH 作用下， 以 甲醇 、 丙酮 为溶剂， 以32%的产率得到[Au(3,5-bis(2',3',4'-tri-n-decyloxyphenyl)pyrazolate)]3
  参考文献：
  名称：

  Barbera, Joaquin; Elduque, Anabel; Gimenez, Raquel, Inorganic Chemistry, 1998, vol. 37, # 12, p. 2960 - 2967

  摘要：

  DOI：

文献信息

• Tetrahedral Zinc Complexes with Liquid Crystalline and Luminescent Properties:  Interplay Between Nonconventional Molecular Shapes and Supramolecular Mesomorphic Order
  作者：Emma Cavero、Santiago Uriel、Pilar Romero、José Luis Serrano、Raquel Giménez

  DOI：10.1021/ja073639c

  日期：2007.9.1

  Novel metallomesogens with luminescent properties and liquid crystalline behavior at room temperature have been achieved by the preparation of zinc complexes with polycatenar pyrazole and bis(pyrazolyl)methane ligands. Their molecular structures do not have a conventional shape in that they are far from the typical rod-like and flat disc-like geometries of common liquid crystals. They consist of a nonplanar nucleus due to the methylene spacer and/or the coordination to the tetrahedral center, as confirmed by single crystal analysis of the cores. The different numbers and positions of side chains in the pyrazole ligand enabled us to access lamellar and columnar mesophases and, of particular interest, to obtain columnar arrangements at room temperature. Supramolecular models for the organization of the molecules in the mesophases are proposed on the basis of the small-angle XRD diffractograms. The zinc complexes display luminescence in the near UV-blue region with large Stokes shifts. An interplay between non-conventional molecular shapes (due to the tetrahedral core) and the supramolecular mesomorphic order (due to the ligand design) led to materials that interestingly embody two rather opposite properties, a columnar self-organizational ability and luminescence with weak intermolecular interactions.
• Supramolecular Structures and Columnar Mesophase Induction in Nondiscoid Pyrazoles by Complexation to Rhodium(I)
  作者：Raquel Giménez、Anabel Elduque、José Antonio López、Joaquín Barberá、Emma Cavero、Ignacio Lantero、Luis A. Oro、José Luis Serrano

  DOI：10.1021/ic0614216

  日期：2006.12.1

  Several new cis-[RhCl(CO)(2)(Ln)] complexes have been prepared using different polycatenar pyrazole ligands (Ln) in order to obtain columnar liquid crystalline arrangements. The topology of the ligand plays an essential role, and a mesophase is induced at room temperature from a nonmesogenic pyrazole only when it is symmetrically substituted with six decyloxy chains. The single-crystal structure of a methoxy-substituted analogue, 3,5-bis(3,4,5-trimethoxyphenyl) pyrazole, is formed by globular tetrameric structures held together by H-bonding. However, parallel dimers are present in the corresponding cis-chlorodicarbonylrhodium(I) complex, a situation that explains the induction of a columnar mesophase in the decyloxy-substituted complex. The XRD pattern of the mesophase is consistent with a hexagonal symmetry in which the columns are formed by molecules assembled in an antiparallel mode. The crystal-to-mesophase transition was also detected by spectroscopic techniques as a shift in the IR carbonyl stretching bands and the appearance of a charge-transfer band in the absorption spectrum with thermochromic behavior.