2,3,9,10,16,17,23,24-octakis(octylsulfanyl)phthalocyaninato zinc(II) | 190595-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 2,3,9,10,16,17,23,24-octakis(octylsulfanyl)phthalocyaninato zinc(II)
• CAS: 190595-44-9
• 化学式: C₉₆H₁₄₄N₈S₈Zn
• 分子量: 1732.17
• InChiKey: VHBINKMMMGYVQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  33.75
• 重原子数：
  113.0
• 可旋转键数：
  64.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  105.54
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  吡啶 、 2,3,9,10,16,17,23,24-octakis(octylsulfanyl)phthalocyaninato zinc(II) 反应 2.0h， 以78%的产率得到
  参考文献：
  名称：

  Phthalocyaninato complexes with peripheral alkylthio chains: Disk-like adsorbate species for the vertical anchoring of ligands onto gold surfaces

  摘要：

  Thin metalorganic films were prepared on gold by self-assembly of thioether-functionalised phthalocyaninato complexes from solution. The phthalocyaninato ligands used contain eight peripheral, beta-positioned, alkylthio substituents SR (1a: R = n-C8H17, 1b: R = n-C12H25), which serve as headgroups for surface binding and promote lateral assembly, while the disk-like phthalocyaninato core offers the scope for the attachment of axial ligands to the adsorbed molecules. This process was mimicked by coordination of pyridine (Py) to [Zn(1a)] and [Zn(1b)], respectively. The crystal structures of the products [Zn(1a)(Py)] and [Zn(1b)(Py)] were determined. The crystal structures of 4,5-bis(octylthio) phthalodinitrile and 4,5-bis(dodecylthio) phthalodinitrile were also determined. The films fabricated from [Mn(1a)Cl] and [Mn(1b)Cl] on gold were characterised by XPS, ToF-SIMS and NEXAFS spectroscopy, which revealed the presence of well-defined and homogeneous self-assembled monolayers (SAMs), whose constituents are bound to the substrate by thioether-gold linkages. The orientation of the macrocycles is predominantly parallel to the surface. Strong electronic interaction of the manganese(III) centre with the substrate leads to Cl loss upon adsorption and its reduction to Mn-II. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.02.048

文献信息

• Phthalocyanine Synthesis in Ionic Liquids: Preparation of Differently Substituted Phthalocyanines in Tetrabutylammonium Bromide
  作者：Dennis K. Ng、Pui-Chi Lo、Diana Y. Cheng

  DOI：10.1055/s-2005-861855

  日期：——

  A series of alkylthio, alkoxy, and phenoxy phthalonitriles have been prepared by nucleophilic substitution reactions on suitable phthalonitrile precursors in molten tetrabutylammonium bromide. This readily available and inexpensive ionic liquid can also be used as a medium for the cyclization of these dinitriles giving the corresponding substituted phthalocyanines.

  通过在熔融四丁基溴化铵中对合适的邻苯二甲腈前体进行亲核取代反应，制备了一系列烷硫基、烷氧基和苯氧基邻苯二甲腈。这种容易获得且廉价的离子液体也可用作这些二腈环化产生相应取代的酞菁的介质。