5,11-bis(1,5,9-triazacyclododec-1-ylmethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene dizinc(II)(4+) | 912918-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11-bis(1,5,9-triazacyclododec-1-ylmethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene dizinc(II)(4+)
• CAS: 912918-09-3
• 化学式: C₆₄H₉₈N₆O₈Zn₂
• 分子量: 1210.3
• InChiKey: IMGRUIUDDRNJLA-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  zinc(II) perchlorate 、 5,11-bis(1,5,9-triazacyclododec-1-ylmethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene 以 水 、 乙腈 为溶剂， 生成 5,11-bis(1,5,9-triazacyclododec-1-ylmethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene dizinc(II)(4+)
  参考文献：
  名称：

  Catalysis of Diribonucleoside Monophosphate Cleavage by Water Soluble Copper(II) Complexes of Calix[4]arene Based Nitrogen Ligands

  摘要：

  Calix[4]arenes functionalized at the 1,2-, 1,3-, and 1,2,3-positions of the upper rim with [12]ane-N-3 ligating units were synthesized, and their bi-and trimetallic zinc(II) and copper( II) complexes were investigated as catalysts in the cleavage of phosphodiesters as RNA models. The results of comparative kinetic studies using monometallic controls indicate that the subunits of all of the zinc(II) complexes and of the 1,3-distal bimetallic copper(II) complex 7-Cu-2 act as essentially independent monometallic catalysts. The lack of cooperation between metal ions in the above complexes is in marked contrast with the behavior of the 1,2-vicinal bimetallic copper(II) complex 6-Cu-2, which exhibits high catalytic efficiency and high levels of cooperation between metal ions in the cleavage of HPNP and of diribonucleoside monophosphates NpN'. A third ligated metal ion at the upper rim does not enhance the catalytic efficiency, which excludes the simultaneous cooperation in the catalysis of the three metal ions in 8-Cu-3. Rate accelerations relative to the background brought about by 6-Cu-2 and 8-Cu-3 (1.0 mM catalyst, water solution, pH 7.0, 50 degrees C) are on the order of 10(4)-fold, largely independent of the nucleobase structure, with the exception of the cleavage of diribonucleoside monophosphates in which the nucleobase N is uracil, namely UpU and UpG, for which rate enhancements rise to 10(5)-fold. The rationale for the observed selectivity is discussed in terms of deprotonation of the uracil moiety under the reaction conditions and complexation of the resulting anion with one of the copper(II) centers.

  DOI：

  10.1021/ja0632106