4'-(carboxyphenyl)-4,4''-di-tert-butylterpyridine | 1040120-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4'-(carboxyphenyl)-4,4''-di-tert-butylterpyridine
• 英文别名: 4'-(4-carboxyphenyl)-4,4''-di-(tert-butyl)-2,2':6',2''-terpyridine；4'-(4-carboxyphenyl)-4,4''-di-(tert-butyl)tpy；4-[2,6-Bis(4-tert-butylpyridin-2-yl)pyridin-4-yl]benzoic acid；4-[2,6-bis(4-tert-butylpyridin-2-yl)pyridin-4-yl]benzoic acid
• CAS: 1040120-77-1
• 化学式: C₃₀H₃₁N₃O₂
• 分子量: 465.595
• InChiKey: QPZFWIFSRWHDMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  76
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 4'-(carboxyphenyl)-4,4''-di-tert-butylterpyridine 、 三氯化钌 在 silver nitrate 作用下， 以 乙醇 为溶剂， 以52%的产率得到[Ru(4'-(4-carboxyphenyl)-4,4''-di-(tert-butyl)-2,2':6',2''-terpyridine)2][PF6]2
  参考文献：
  名称：

  Polymeric structures of a pair of linear, dicarboxylate (tpy)2Ru2+ analogues

  摘要：

  The preparation and solid-state structures of homoleptic Ru(II) complexes based on the ligands 4'-(4-carboxyphenyl)tpy (L-1) (where tpy = 2,2':6',2"-terpyridine) and 4'-(4-carboxyphenyl)-4,4"-di-(tert-butyl)tpy (L-2) are described. Both complexes are found to possess polymeric solid-state structures due to hydrogen-bonding interactions. The first complex, [Ru(L-1)(2)](2+), exhibits a more closely-packed structure relative to that of [Ru(L-2)(2)](2+), which was found to have a porous solid-state structure due to the steric bulk of the tert-butyl groups. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2007.08.011

文献信息

• Carboxy-derived (tpy)2Ru2+ complexes as sub-units in supramolecular architectures: The solubilized ligand 4′-(4-carboxyphenyl)-4,4″-di-(tert-butyl)tpy and its homoleptic Ru(II) complex
  作者：Michael W. Cooke、Pierre Tremblay、Garry S. Hanan

  DOI：10.1016/j.ica.2007.11.032

  日期：2008.6

  We herein describe the synthesis and characterization of a series of homoleptic, Ru(II) complexes bearing peripheral carboxylic acid functionality based upon the novel ligand 4'-(4-carboxyphenyl)-4,4 ''-di-(tert-butyl)tpy (L-1), as well as 4'-(4-carboxyphenyl) tpy (L-2) and 4'-(carboxy) tpy (L-3) (where tpy = 2,2': 6',2 ''-terpyridine). Inspection of the metal-based oxidations (E-1/2 = 1.22-1.42 V) indicates an anodic shift (similar to 0.2 V) for (L-3)(2)Ru2+ (3b) (E-1/2 = 1.40 V) relative to (L-2)(2)Ru2+ (2b) (E-1/2 = 1.22 V). The metal-based oxidation (E-1/2 = 1.22 V) and ligand-based reductions (E-1/2 = similar to 1.25 to similar to 1.52 V) of (L-1)(2)Ru2+ (1) are essentially invariant relative to those of the structural analogue 2b (PF6)(2), which suggests no significant electronic effect caused by the tert-butyl groups. This is supported by invariance in the metal-to-ligand charge transfer bands in both the electronic absorption (494-489 nm) and emission spectra (654-652 nm). However, contrary to 2b, complex 1 is both very soluble and exhibits a highly porous solid-state structure with internal cavity dimensions of 15 angstrom x 14 angstrom due to the preclusion of inter-annular interactions by the bulky tert-butyl substituents. (C) 2007 Elsevier B. V. All rights reserved.
• Polymeric structures of a pair of linear, dicarboxylate (tpy)2Ru2+ analogues
  作者：Michael W. Cooke、Pierre M. Tremblay、Garry S. Hanan

  DOI：10.1016/j.inoche.2007.08.011

  日期：2007.11

  The preparation and solid-state structures of homoleptic Ru(II) complexes based on the ligands 4'-(4-carboxyphenyl)tpy (L-1) (where tpy = 2,2':6',2"-terpyridine) and 4'-(4-carboxyphenyl)-4,4"-di-(tert-butyl)tpy (L-2) are described. Both complexes are found to possess polymeric solid-state structures due to hydrogen-bonding interactions. The first complex, [Ru(L-1)(2)](2+), exhibits a more closely-packed structure relative to that of [Ru(L-2)(2)](2+), which was found to have a porous solid-state structure due to the steric bulk of the tert-butyl groups. (c) 2007 Elsevier B.V. All rights reserved.