3,5-Bis[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]iodobenzene | 175791-96-5

• 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: 3,5-Bis[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]iodobenzene
• 英文别名: 2-(4-Tert-butylphenyl)-5-[3-[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]-5-iodophenyl]-1,3,4-oxadiazole
• CAS: 175791-96-5
• 化学式: C₃₀H₂₉IN₄O₂
• 分子量: 604.49
• InChiKey: KSLZOYNAJRSXRU-UHFFFAOYSA-N

物化性质

• 沸点：
  678.0±65.0 °C(Predicted)
• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-Bis[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]iodobenzene 在 sodium 3-(diphenylphosphanyl)benzenesulfonate 、 palladium dichloride 吡啶 、 亚磷酸三苯酯 、 lithium hydroxide 作用下， 以 various solvent(s) 为溶剂， 反应 96.0h， 生成
  参考文献：
  名称：

  Kraft, Arno; Osterod, Frank, Journal of the Chemical Society. Perkin transactions I, 1998, # 6, p. 1019 - 1025

  摘要：

  DOI：
• 作为产物：
  描述：

  5-Iodoisophthalic acid bis[2-(4-tert-butylbenzoyl)hydrazide] 在 三氯氧磷 作用下， 反应 2.0h， 以87%的产率得到3,5-Bis[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]iodobenzene
  参考文献：
  名称：

  Kraft, Arno, Journal of the Chemical Society. Chemical communications, 1996, # 1, p. 77 - 80

  摘要：

  DOI：

文献信息

• Synthesis and Self-Association of First-Generation 1,3,4-Oxadiazole-Containing Dendrimers
  作者：Arno Kraft

  DOI：10.1002/jlac.199719970725

  日期：1997.7

  Two 1,3,4-oxadiazole-containing dendrimers, 14 and 15, have been prepared employing a palladium-catalyzed carbonylation reaction as the key step of the synthesis. In order to shorten the reaction sequence, a new oxadiazole synthesis has been developed based on the coupling of aryl iodides with aryl tetrazoles in the presence of a Pd(0) catalyst and carbon monoxide, and has been applied to the preparation

  使用钯催化的羰基化反应作为合成的关键步骤，制备了两种含1,3,4-恶二唑的树枝状大分子14和15。为了缩短反应顺序，基于在Pd（0）催化剂和一氧化碳存在下芳基碘化物与芳基四唑的偶联反应，已经开发了一种新的恶二唑合成方法，并将其应用于树枝状聚合物14的制备中。两种新的树枝状大分子均高度溶于氯化溶剂中，但是14，其周边的可溶解叔丁基基团较少，它们通过π-π相互作用在溶液中自缔合，并且可能是由于疏溶剂作用造成的。的相当大的高场位移1分子中心的质子的1 H-NMR信号表明溶液中π堆积的形成。蒸气压渗透法研究可以估计⩾3的关联度。
• Self-association of poly(aramide) dendrimers
  作者：Frank Osterod、Arno Kraft

  DOI：10.1039/a703072j

  日期：——

  Two poly(aramide) dendrimers, which possess electron-deficient 1,3,4-oxadiazole and aromatic systems linked by amide units to a triphenylmethane core, strongly self-associate in chloroform solution through hydrogen bonding.

  具有电子缺乏的1,3,4-噁二唑和芳香体系通过酰胺单元与三苯甲烷核心相连的两种聚酰胺树状大分子，在氯仿溶液中通过氢键强烈自缔合。
• Bidirectional Association of Branched Noncovalent Complexes of Tetrazoles and 1,3,5-Tris(4,5-dihydroimidazol-2-yl)benzene in Solution
  作者：Arno Kraft、Frank Osterod、Roland Fröhlich

  DOI：10.1021/jo990830z

  日期：1999.8.1

  Noncovalent 3:1 complexes were obtained by combining acidic tetrazoles with the tribasic 1,3,5-tris(4,5-dihydroimidazol-2-yl)benzene (1). A branched structure and the use of solubilizing groups ensured that the resulting complexes dissolved in a range of nonpolar organic solvents. An X-ray crystal structure analysis of a model complex with tetrazole showed a completely planar, C-3-symmetrical, hydrogen-bonded molecule that salt-packed along the crystallographic c axis with an interplanar spacing of 3.31 Angstrom. Model binding studies between a tetrazolate and a protonated 1,3-bis(4,5-dihydroimidazol-2-yl)benzene allowed an association constant of 2470 +/- 400 M-1 to be measured in the competitive solvent mixture CDCl3/CD3OD (97:3). The ionic nature and the extended planarity of the tetrazole complexes' core favored the formation of supramolecular stacks not only in the solid, but also in (nonpolar) solution. Self-association was evidenced by NMR and CD spectroscopy as well as by vapor-pressure osmometry.