| 249894-18-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 249894-18-6
• 化学式: C₆₈H₆₆N₄O₁₈S₄
• 分子量: 1355.55
• InChiKey: DIXRDBUCSJENJU-NBHUNHBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.97
• 重原子数：
  94.0
• 可旋转键数：
  26.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  257.5
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  邻甲基苄醇 、 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以59%的产率得到
  参考文献：
  名称：

  Porphyrin Clips Derived from Diphenylglycoluril. Synthesis, Conformational Analysis, and Binding Properties

  摘要：

  With the aim to construct synthetic systems that function according to the principles of enzymes, molecular clips based on diphenylglycoluril were covalently attached to (metallo)porphyrins. Two different porphyrin clips, 1 and 2, were synthesized that differ in the length and position of the linker between the clip and the porphyrin. This resulted in a great difference in flexibility of the cavity molecules, which had remarkable consequences for their binding properties in organic solution. The physical properties of the free base and zinc porphyrin clips have been studied in detail with NMR techniques and by the host-guest binding of viologen, dihydroxybenzene, and pyridine derivatives.

  DOI：

  10.1021/jo990112c
• 作为产物：
  描述：

  O,O-双(2-羟基乙氧基)苯 在 吡啶 、 四氯化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Porphyrin Clips Derived from Diphenylglycoluril. Synthesis, Conformational Analysis, and Binding Properties

  摘要：

  With the aim to construct synthetic systems that function according to the principles of enzymes, molecular clips based on diphenylglycoluril were covalently attached to (metallo)porphyrins. Two different porphyrin clips, 1 and 2, were synthesized that differ in the length and position of the linker between the clip and the porphyrin. This resulted in a great difference in flexibility of the cavity molecules, which had remarkable consequences for their binding properties in organic solution. The physical properties of the free base and zinc porphyrin clips have been studied in detail with NMR techniques and by the host-guest binding of viologen, dihydroxybenzene, and pyridine derivatives.

  DOI：

  10.1021/jo990112c

文献信息

• Double Porphyrin Cage Compounds
  作者：Kathleen Stout、Theo P. J. Peters、Mathijs F. J. Mabesoone、Fabian L. L. Visschers、Eline M. Meijer、Joëlle‐Rose Klop、Jeroen Berg、Paul B. White、Alan E. Rowan、Roeland J. M. Nolte、Johannes A. A. W. Elemans

  DOI：10.1002/ejoc.202001211

  日期：2020.12.7

  The synthesis and characterization of double porphyrin cage compounds are described. They consist of two porphyrins that are each attached to a diphenylglycoluril‐based clip molecule via four ethyleneoxy spacers, and are linked together by a single alkyl chain using “click”‐chemistry. Following a newly developed multistep synthesis procedure we report three of these double porphyrin cages, linked by

  描述了双卟啉笼化合物的合成和表征。它们由两个卟啉组成，每个卟啉通过四个乙烯氧基间隔基连接到基于二苯基甘脲的夹分子，并使用“点击”化学通过单个烷基链连接在一起。按照新开发的多步合成程序，我们报告了三个双卟啉笼，通过不同长度（即3、5和11个碳原子）的间隔基连接。双卟啉笼的结构通过核磁共振充分表征，表明它们由两种非对映异构体的混合物组成。它们的锌衍生物能够与二位配体 1,4-二氮杂双环[2,2,2]辛烷 (dabco) 形成三明治状复合物。
• A Double-Cavity-Containing Porphyrin Host as a Highly Stable Epoxidation Catalyst
  作者：Paul J. Thomassen、Shaji Varghese、Edward J. A. Bijsterveld、Pall Thordarson、Johannes A. A. W. Elemans、Alan E. Rowan、Roeland J. M. Nolte

  DOI：10.1002/ejoc.201500492

  日期：2015.8

  the substrate into the cavity containing the active site due to an allosteric pinching effect. In the manganese double-cavity arrangement the catalytically active manganese complex is efficiently protected against decomposition, leading to a catalytic system with enhanced stability. The presented work may open a new route to the construction of highly stable catalysts of which the activity and selectivity

  我们描述了一种含有两个相邻空腔的锰卟啉催化剂，可用于次氯酸钠对烯烃的环氧化。结合在其中一个空腔中的吡啶配体调节发生在相邻空腔中的环氧化反应的速率和选择性。吡啶结合研究表明两个腔之间存在站点到站点的通信。烯烃底物通过锰双腔催化剂完全转化为环氧化物，但观察到的环氧化速率较低。这些低速率被认为是由于变构收缩效应，基底在能量上不太有利地结合到含有活性位点的腔中的结果。在锰双腔排列中，具有催化活性的锰配合物可有效防止分解，从而使催化系统具有更高的稳定性。所提出的工作可能为构建高度稳定的催化剂开辟了一条新途径，其活性和选择性最终可能由变构相互作用控制。已开发出高度稳定的含双腔催化卟啉宿主。结合在一个空腔中的吡啶配体调节发生在另一个空腔中的环氧化反应的速率和选择性。结合研究表明，两个腔之间存在点对点的连通。在锰双腔催化剂的作用下，烯烃底物完全转化为环氧化物，但观察到的环氧化速率较低。这些低速率被认为是由
• Novel porphyrin–viologen rotaxanes
  作者：Alan E. Rowan

  DOI：10.1039/a708373d

  日期：——

  A new porphyrin-containing host has an exceptionally high affinity for viologen guests, with binding constants as high as Kass = 7 × 106M–1 in organic solvents, allowing the construction of porphyrin–viologen rotaxanes.

  一种新的含卟啉主体对紫精客体具有极高的亲和力，在有机溶剂中的结合常数高达 Kass = 7 × 106M−1，从而可以构建卟啉-紫精轮烷。
• Allosterically Controlled Threading of Polymers through Macrocyclic Dimers
  作者：Seda Cantekin、Albert J. Markvoort、Johannes A. A. W. Elemans、Alan E. Rowan、Roeland J. M. Nolte

  DOI：10.1021/jacs.5b00431

  日期：2015.3.25

  As part of an ongoing study to construct a molecular Turing machine in which a polymer chain is encoded via allosteric information transfer between macrocyclic complexes, we describe the thermodynamic and kinetic characterization of a multicomponent self-assembled system based on a zinc porphyrin macrocyclic compound, a bidentate ligand (1,4-diazabicyclo[2.2.2]octane, DABCO), and a viologen-substituted

  作为构建分子图灵机的正在进行的研究的一部分，其中聚合物链通过大环配合物之间的变构信息传递进行编码，我们描述了基于锌卟啉大环化合物的多组分自组装系统的热力学和动力学表征，双齿配体（1,4-二氮杂双环[2.2.2]辛烷，DABCO）和紫精取代的聚合物客体。DABCO 在氯仿溶液中的卟啉大环中的初始添加导致形成稳定的 2:1 (卟啉:DABCO) 二聚复合物, 即使在稀释条件下, 通过涉及氢和金属-配体键的强协同相互作用。卟啉-DABCO 混合物与聚合物的进一步滴定会在溶液中产生一系列复杂的物质。该系统通过光谱测量和计算建模的组合进行详细分析。结合方案中的每个关联常数和在溶液中形成的每个单独复合物的分数都使用质量平衡模型精确确定。动力学研究表明，聚合物穿入和脱出二聚体系统的速度非常缓慢，表明由于强烈的变构相互作用，聚合物被锁定在稳定的 2:1 二聚体复合物的腔内。
• Porphyrin Macrocyclic Catalysts for the Processive Oxidation of Polymer Substrates
  作者：Cyrille Monnereau、Pilar Hidalgo Ramos、Alexander B. C. Deutman、Johannes A. A. W. Elemans、Roeland J. M. Nolte、Alan E. Rowan

  DOI：10.1021/ja908524x

  日期：2010.2.10

  A novel cavity-containing porphyrin catalyst based on a previously reported clip architecture, substituted on the Outer race with Urea terminated tails, has been synthesized, and its properties toward the epoxidation or polybutadiene have been studied. It is shown that the presence of the urea tails provides efficient shielding of the manganese porphyrin against destruction and selectively directs the oxidation process to the inside of the catalyst cage, allowing for processive oxidation of a polymer substrate without the need of an additional axial ligand.