| 1537197-85-5

• 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: 1537197-85-5
• 化学式: C₄₀H₄₂N₄O₃S
• 分子量: 658.864
• InChiKey: OMDHVNKUXNQQPN-GCVCAPAGSA-N

反应信息

• 作为产物：
  描述：

  苯硫酚 、 methyl pyropheophorbide a 在 偶氮二异丁腈 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以62%的产率得到
  参考文献：
  名称：

  Synthesis and photophysical properties of phenyl-sulfanylated chlororophyll derivatives

  摘要：

  Chlorophyll derivatives that possessed a phenylsulfanyl group at the C3(1)- or C3(2)-position were synthesized and their optical properties were investigated. Methyl 3(1)-phenylsulfanyl-mesopyropheophorbide-a was prepared by substitutions of the corresponding C3(1)-hydroxy-chlorin, methyl bacteriopheophorbide-d, with thiophenol in the presence of zinc iodide or of the corresponding C3(1)-bromo-chlorin with thiophenol. The regioisomeric C3(2)-phenylsulfanyl-chlorin was obtained by addition of thiophenol to the C3-vinyl group of methyl pyropheophorbide-a in the presence of AIBN. Both the synthetic compounds gave similar electronic absorption and emission spectra in chloroform, but fluorescence quantum yield of the C3(1)-sulfanyl-chlorin (0.18) was ca. 30% smaller than those of the C3(2)-sulfanyl-chlorin (0.25) and the C3-ethyl-chlorin (0.24). These observations were consistent with their fluorescence lifetime data. It is suggested that the heavy atom effect of a sulfur atom at the C3(1)-position can tune photophysical properties of the chlorophyll derivatives. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.05.115