[18O]-vinyl acetate | 20630-90-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: [18O]-vinyl acetate
• 英文别名: [¹⁸O]-vinyl acetate；[¹⁸O₂]acetoxy-ethene；<2O¹⁸>-Vinylacetat
• CAS: 20630-90-4
• 化学式: C₄H₆O₂
• 分子量: 90.0916
• InChiKey: XTXRWKRVRITETP-ASXOQDKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.69
• 重原子数：
  6.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 乙酸-18O2 在 [fac-Ru(CO)3(η2-CH3CH2COO)(η1-CH3CH2COO)] 作用下， 生成 [18O]-vinyl acetate
  参考文献：
  名称：

  钌催化的乙烯基转移-新见解

  摘要：

  AbstractThe use of ruthenium complexes in transvinylation catalysis has been well established since the 1980s. However, the reaction mechanism and the active catalyst species, which is presumed to contain ruthenium carbonyl carboxylate entities, have so far remained elusive. In this work the synthesis and characterization of three novel ruthenium complexes comprising ruthenium carbonyl carboxylate structural motifs including two single crystal structures as well as the crystal structures of two known ruthenium complexes are reported. These new complexes and four known ruthenium complexes with appropriate structural motifs were applied in transvinylation catalysis. Mechanistic studies including identification and characterization of the active species, isotope labeling experiments and examination of the regio‐ and stereoselectivity of the transvinylation reaction are presented, resulting in the proposal of a probable reaction mechanism, which is supported by DFT calculations on the B3LYP/6‐31G* level of theory.magnified image

  DOI：

  10.1002/adsc.201300447