[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-10,15,20-triphenylporphyrinato]nickel(II) | 1063613-09-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-10,15,20-triphenylporphyrinato]nickel(II)
• CAS: 1063613-09-1
• 化学式: C₄₄H₃₅BN₄NiO₂
• 分子量: 721.288
• InChiKey: LLBXLBWKFAACFA-PCSRJMJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  2,6,14-三碘三蝶烯 、 [5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-10,15,20-triphenylporphyrinato]nickel(II) 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以22%的产率得到2,6,14-[tris(5,10,15-triphenylporphyrin-20-ylato)nickel(II)]triptycene
  参考文献：
  名称：

  Synthesis and ligand binding properties of triptycene-linked porphyrin arrays

  摘要：

  Multiporphyrin arrays are a complex class of molecules with numerous potential applications in energy transfer, photomedicine, and light harvesting. We have developed a facile/versatile route to a class of triptycene-linked porphyrin arrays via both Suzuki and Sonogashira cross-coupling methods, which makes use of the rigid three-pronged orientation of triptycene to construct trimeric porphyrin arrays linked either in the meso or beta-position with various linker groups. In order to understand the properties of these potential antenna systems and probe their potential applications, the coordination behavior of zinc(11) derivatives with mono- and bidentate N-donor ligands was investigated. Depending on ligand concentration, both one- and two-point binding was observed with a bidentate ligand. Also/in addition, different cavity sizes, obtained by the use of different linker groups, resulted in differences in the binding properties of each trimeric system. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.025
• 作为产物：
  描述：

  [5,10,15-triphenylporphyrinato]nickel(II) 在 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 、 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 [5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-10,15,20-triphenylporphyrinato]nickel(II)
  参考文献：
  名称：

  Synthesis and ligand binding properties of triptycene-linked porphyrin arrays

  摘要：

  Multiporphyrin arrays are a complex class of molecules with numerous potential applications in energy transfer, photomedicine, and light harvesting. We have developed a facile/versatile route to a class of triptycene-linked porphyrin arrays via both Suzuki and Sonogashira cross-coupling methods, which makes use of the rigid three-pronged orientation of triptycene to construct trimeric porphyrin arrays linked either in the meso or beta-position with various linker groups. In order to understand the properties of these potential antenna systems and probe their potential applications, the coordination behavior of zinc(11) derivatives with mono- and bidentate N-donor ligands was investigated. Depending on ligand concentration, both one- and two-point binding was observed with a bidentate ligand. Also/in addition, different cavity sizes, obtained by the use of different linker groups, resulted in differences in the binding properties of each trimeric system. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.025

文献信息

• Homo- and Heteronuclear meso,meso-(E)-Ethene-1,2-diyl-Linked Diporphyrins: Preparation, X-ray Crystal Structure, Electronic Absorption and Emission Spectra and Density Functional Theory Calculations
  作者：Oliver Locos、Bruno Bašić、John C. McMurtrie、Paul Jensen、Dennis P. Arnold

  DOI：10.1002/chem.201102995

  日期：2012.4.27

  and the (E)‐C2H2 bridge makes a dihedral angle of 50° with the mean planes of the macrocycles. The result is a stepped parallel arrangement of the porphyrin rings. The dihedral angles in the solid state reflect the interplay of steric and electronic effects of the bridge on interporphyrin communication. The emission spectra in particular, suggest energy transfer across the bridge is fast in conformations

  通过卟啉基硼酸酯和碘乙烯基卟啉的Suzuki偶联制备了同核和异核内消旋体，内消旋-（E）-乙烯-1,2-二基连接的双卟啉。乙烯-1,2-二烷基桥两端的5,10,15-三苯基卟啉（TriPP）组合M 2 10（M 2 = H 2 / Ni，Ni 2，Ni / Zn，H 4，H 2 Zn （Zn 2）和5,15-双（3,5-二叔丁基苯基）卟啉镍（II），另一端是H 2，Ni和ZnTriPP（M 2 11），使这类具有固有极性的化合物的首次研究成为可能。化合物的特征在于电子吸收光谱和稳态发射光谱，1 H NMR光谱，以及对于Ni 2 bis（TriPP）配合物Ni 2 10，需要确定单晶X射线结构。晶体结构显示了典型的Ni II卟啉和（E）-C 2 H 2的卟啉环的皱纹畸变桥与大环的平均平面成50度的二面角。结果是卟啉环的阶梯状平行排列。固态的二面角反映了桥对卟啉间通讯的空间和电子效应的相互作用
• Triptycene as a rigid, 120° orienting, three-pronged, covalent scaffold for porphyrin arrays
  作者：Katja Dahms、Mathias O. Senge

  DOI：10.1016/j.tetlet.2008.07.008

  日期：2008.9

  The synthesis of novel porphyrin trimers covalently linked by one central, rigid triptycene unit is described. Reaction of 2,6,14-triiodotriptycene, generated in a three-step synthesis from triptycene, with borylated porphyrins under Suzuki cross-coupling conditions afforded porphyrin trimers. In addition, Sonogashira cross-coupling conditions could be successfully applied for the synthesis of trimeric porphyrin arrays as well. (c) 2008 Elsevier Ltd. All rights reserved.