| 279214-48-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• CAS: 279214-48-1
• 化学式: C₁₃₀H₁₅₆N₈O₄Zn₂
• 分子量: 2025.5
• InChiKey: VEDGFEHKQNLEHX-DHWXMBIOSA-N

反应信息

• 作为产物：
  描述：

  [H₃SiC₂C₆H₄(Zn(NC₅(C₆H₁₃)CH₃)4H₂)C₆H₄CH₂OC(O)CH₂]2 在 CuCl 、 TMEDA 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到
  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