| 279214-47-0

• 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
• CAS: 279214-47-0
• 化学式: C₁₃₆H₁₇₄N₈O₄Si₂Zn₂
• 分子量: 2171.88
• InChiKey: NTKQHXACRRQWOT-KYGQBVKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  在 TBAF 作用下， 以 二氯甲烷 为溶剂， 生成 [H₃SiC₂C₆H₄(Zn(NC₅(C₆H₁₃)CH₃)4H₂)C₆H₄CH₂OC(O)CH₂]2
  参考文献：
  名称：

  Product-Induced Distortion of a Metalloporphyrin Host:  Implications for Acceleration of Diels−Alder Reactions

  摘要：

  New cyclic metalloporphyrin hosts, 6 and 7, have been prepared. At 0.33 mM in dichloromethane at 25 degrees C, they accelerate 65-fold and 840-fold respectively the reaction of diene 1 and dienophile 2 and also bind the hetero Diels-Alder product 3 very strongly. More importantly, small single crystals of solvated 6, 7, and the 6 3 complex were grown and their structures were determined. As the Diels-Alder product resembles the Diels-Alder transition state, the structures of the product-free host 6 and the 6 3 host-product complex allow, for the first time for synthetic receptors, a detailed structural analysis of the geometrical changes imposed on an accelerating agent on binding of a Diels-Alder product. Comparison of these structures reveals that when the Diels-Alder product 3 is bound within the cavity, it induces significant structural changes in 6. This provides the first crystallographic structural evidence that accelerated product formation can be accompanied by substantial host distortion. Desolvation of host and guests emerges as another factor, implying that solvent stabilization is not as significant for the host-accelerated reaction as in the control (host free) reaction.

  DOI：

  10.1021/ja9922227
• 作为产物：
  描述：

  、 丁二酰氯 在 (C₂H₅)3N 、 DMAP 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Product-Induced Distortion of a Metalloporphyrin Host:  Implications for Acceleration of Diels−Alder Reactions

  摘要：

  New cyclic metalloporphyrin hosts, 6 and 7, have been prepared. At 0.33 mM in dichloromethane at 25 degrees C, they accelerate 65-fold and 840-fold respectively the reaction of diene 1 and dienophile 2 and also bind the hetero Diels-Alder product 3 very strongly. More importantly, small single crystals of solvated 6, 7, and the 6 3 complex were grown and their structures were determined. As the Diels-Alder product resembles the Diels-Alder transition state, the structures of the product-free host 6 and the 6 3 host-product complex allow, for the first time for synthetic receptors, a detailed structural analysis of the geometrical changes imposed on an accelerating agent on binding of a Diels-Alder product. Comparison of these structures reveals that when the Diels-Alder product 3 is bound within the cavity, it induces significant structural changes in 6. This provides the first crystallographic structural evidence that accelerated product formation can be accompanied by substantial host distortion. Desolvation of host and guests emerges as another factor, implying that solvent stabilization is not as significant for the host-accelerated reaction as in the control (host free) reaction.

  DOI：

  10.1021/ja9922227