1-N,3-N-bis[6-(7-anthracen-9-yloxyheptanoylamino)pyridin-2-yl]-5-tert-butylbenzene-1,3-dicarboxamide | 913627-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-N,3-N-bis[6-(7-anthracen-9-yloxyheptanoylamino)pyridin-2-yl]-5-tert-butylbenzene-1,3-dicarboxamide
• CAS: 913627-97-1
• 化学式: C₆₄H₆₄N₆O₆
• 分子量: 1013.25
• InChiKey: VXZBEQGJYHTBRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.2
• 重原子数：
  76
• 可旋转键数：
  23
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  161
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-N,3-N-bis[6-(7-anthracen-9-yloxyheptanoylamino)pyridin-2-yl]-5-tert-butylbenzene-1,3-dicarboxamide 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 C₆₄H₆₈N₆O₆
  参考文献：
  名称：

  Reversible Photocapture of a [2]Rotaxane Harnessing a Barbiturate Template

  摘要：

  Photoirradiation of a hydrogen-bonded molecular complex comprising acyclic components, namely, a stoppered thread (1) with a central barbiturate motif and an optimized doubly anthracene-terminated acyclic Hamilton-like receptor (2b), leads to an interlocked architecture, which was isolated and fully characterized. The sole isolated interlocked photoproduct (Phi = 0.06) is a [2]rotaxane, with the dimerized anthracenes assuming a head-to-tail geometry, as evidenced by NMR spectroscopy and consistent with molecular modeling (PM6). A different behavior was observed on irradiating homologous molecular complexes 1 subset of 2a, 1?2b, and 1 subset of 2c, where the spacers of 2a, 2b, and 2c incorporated 3, 6, and 9 methylene units, respectively. While no evidence of interlocked structure formation was observed following irradiation of 1 subset of 2a, a kinetically labile rotaxane was obtained on irradiating the complex 1 subset of 2c, and ring slippage was revealed. A more stable [2]rotaxane was formed on irradiating 1 subset of 2b, whose capture is found to be fully reversible upon heating, thereby resetting the system, with some fatigue (38%) after four irradiation-thermal reversion cycles.

  DOI：

  10.1021/jo502452t
• 作为产物：
  描述：

  蒽酮 在 sodium hydroxide 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 丙酮 为溶剂， 反应 220.0h， 生成 1-N,3-N-bis[6-(7-anthracen-9-yloxyheptanoylamino)pyridin-2-yl]-5-tert-butylbenzene-1,3-dicarboxamide
  参考文献：
  名称：

  光开关氢键受体对基态和激发态性质的结构影响

  摘要：

  一系列光致变色巴比妥酸酯受体（N，N'-双{6- [ω-（蒽-9-烷氧基）烷酰基氨基]吡啶基-2-基} -5-叔丁基-描述了间苯二甲酰胺T n，其中蒽发色团通过（CH 2）n（n = 1，3-6）聚亚甲基接头与H键受体部分相连。在这些系统中，蒽的热可逆[4π+4π]光二聚产生大环受体（T n C）与无环同类物相比，对巴比妥的亲和力大大降低。系链的长度不仅决定了环化受体的整体结合能力，而且对蒽发色团的光化学和光物理性质产生了深远的影响。共价结合的蒽所经历的降低的迁移率控制了荧光准分子的反应性，该准分子被认​​为是光环化过程的中间体。

  DOI：

  10.1021/jo061528a

文献信息

• Structural Effects on the Ground and Excited-state Properties of Photoswitchable Hydrogen-Bonding Receptors
  作者：Yann Molard、Dario M. Bassani、Jean-Pierre Desvergne、Nina Moran、James H. R. Tucker

  DOI：10.1021/jo061528a

  日期：2006.10.1

  via (CH2)n (n = 1, 3−6) polymethylene linkers to the H-bond receptor moiety, are described. In these systems, the thermally reversible [4π + 4π] photodimerization of the anthracenes yields macrocyclic receptors (TnC) that possess significantly reduced affinity toward barbital as compared to their acyclic counterparts. The length of the tether not only determines the overall binding ability of the cyclized

  一系列光致变色巴比妥酸酯受体（N，N'-双6- [ω-（蒽-9-烷氧基）烷酰基氨基]吡啶基-2-基} -5-叔丁基-描述了间苯二甲酰胺T n，其中蒽发色团通过（CH 2）n（n = 1，3-6）聚亚甲基接头与H键受体部分相连。在这些系统中，蒽的热可逆[4π+4π]光二聚产生大环受体（T n C）与无环同类物相比，对巴比妥的亲和力大大降低。系链的长度不仅决定了环化受体的整体结合能力，而且对蒽发色团的光化学和光物理性质产生了深远的影响。共价结合的蒽所经历的降低的迁移率控制了荧光准分子的反应性，该准分子被认​​为是光环化过程的中间体。
• Reversible Photocapture of a [2]Rotaxane Harnessing a Barbiturate Template
  作者：Arnaud Tron、Peter J. Thornton、Christophe Lincheneau、Jean-Pierre Desvergne、Neil Spencer、James H. R. Tucker、Nathan D. McClenaghan

  DOI：10.1021/jo502452t

  日期：2015.1.16

  Photoirradiation of a hydrogen-bonded molecular complex comprising acyclic components, namely, a stoppered thread (1) with a central barbiturate motif and an optimized doubly anthracene-terminated acyclic Hamilton-like receptor (2b), leads to an interlocked architecture, which was isolated and fully characterized. The sole isolated interlocked photoproduct (Phi = 0.06) is a [2]rotaxane, with the dimerized anthracenes assuming a head-to-tail geometry, as evidenced by NMR spectroscopy and consistent with molecular modeling (PM6). A different behavior was observed on irradiating homologous molecular complexes 1 subset of 2a, 1?2b, and 1 subset of 2c, where the spacers of 2a, 2b, and 2c incorporated 3, 6, and 9 methylene units, respectively. While no evidence of interlocked structure formation was observed following irradiation of 1 subset of 2a, a kinetically labile rotaxane was obtained on irradiating the complex 1 subset of 2c, and ring slippage was revealed. A more stable [2]rotaxane was formed on irradiating 1 subset of 2b, whose capture is found to be fully reversible upon heating, thereby resetting the system, with some fatigue (38%) after four irradiation-thermal reversion cycles.