selenocaffeine | 1402355-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: selenocaffeine
• 英文别名: 1,3,7-trimethyl-2-selanylidenepurin-6-one
• CAS: 1402355-49-0
• 化学式: C₈H₁₀N₄OSe
• 分子量: 257.154
• InChiKey: DUTWCXGCCZBPKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.69
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  咖啡因 在 selenium 、 sodium hexamethyldisilazane 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 29.33h， 生成 selenocaffeine
  参考文献：
  名称：

  Converting Caffeine to Electronically Different N-Heterocyclic Carbenes with a Hypoxanthine Backbone

  摘要：

  The synthesis of the new mixed amino amido N-heterocyclic carbene 2, featuring a hypoxanthine structural unit, starting from caffeine via the hypoxanthinium precursor 4 is described. NHC 2 forms adducts with group 6 elements, coordinates to L2ClRh fragments (L-2 = COD, (CO)(2)), or dimerizes to yield olefin 8. The donor properties of NHC 2 were evaluated by IR spectroscopic assessment of its TEP value (2058 cm(-1)), which is typical for an amino amido NHC. Dicarbenes are also easily obtained by converting the imidazole moieties of the hypoxanthinium cation 4 or the olefin 8 into NHC functions. X-ray structure determinations of a Rh complex of carbene 2 and the olefinic dicarbene precursor 13 are presented.

  DOI：

  10.1021/om300836w