4-[(Ethylsulfanyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one | 121242-77-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-[(Ethylsulfanyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one
• 英文别名: 4-(ethylsulfanylmethylidene)-2-phenyl-1,3-oxazol-5-one
• CAS: 121242-77-1
• 化学式: C₁₂H₁₁NO₂S
• 分子量: 233.291
• InChiKey: JHCCZJBQHANOQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(I) trifluoromethanesulfonate benzene 、 4-[(Ethylsulfanyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one 以 苯 为溶剂， 以40%的产率得到
  参考文献：
  名称：

  Oxazolone copper(I) complexes inspired by the methanobactin active site

  摘要：

  Two oxazolone-derived potential ligands with enethioether substituents have been synthesized that differ by the terminal thioether moiety (S-Et in L-1, S-C6H4(OMe)-2 in L-2). Both L-1 and L-2 behave as bidentate {NS} chelate ligands to form stable complexes with copper(I) triflate that crystallize as dimeric complexes [L2Cu2(OTf)(2)] (4 and 5) featuring a central {Cu2S2} diamond core with distinctly different Cu-S bonds. L-1 as well as 4 and 5 have been characterized by single crystal X-ray diffraction. NMR spectroscopy including H-1 and F-19 DOSY experiments reveals that 4 and 5 dissociate into monomeric species [LCu(OTf)] (40 and 5') in CDCl3 solutions. 4' and 5' retain the {NS} binding motif of the oxazolone-derived ligands, but are in slow equilibrium with their {OS} isomers 4 '' and 5 '' that result from E/Z isomerization of the exocyclic enethioether double bond. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.03.070
• 作为产物：
  描述：

  马尿酸 在 4-二甲氨基吡啶 、 草酰氯 、 乙酸酐 、 三乙胺 作用下， 生成 4-[(Ethylsulfanyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one
  参考文献：
  名称：

  Oxazolone copper(I) complexes inspired by the methanobactin active site

  摘要：

  Two oxazolone-derived potential ligands with enethioether substituents have been synthesized that differ by the terminal thioether moiety (S-Et in L-1, S-C6H4(OMe)-2 in L-2). Both L-1 and L-2 behave as bidentate {NS} chelate ligands to form stable complexes with copper(I) triflate that crystallize as dimeric complexes [L2Cu2(OTf)(2)] (4 and 5) featuring a central {Cu2S2} diamond core with distinctly different Cu-S bonds. L-1 as well as 4 and 5 have been characterized by single crystal X-ray diffraction. NMR spectroscopy including H-1 and F-19 DOSY experiments reveals that 4 and 5 dissociate into monomeric species [LCu(OTf)] (40 and 5') in CDCl3 solutions. 4' and 5' retain the {NS} binding motif of the oxazolone-derived ligands, but are in slow equilibrium with their {OS} isomers 4 '' and 5 '' that result from E/Z isomerization of the exocyclic enethioether double bond. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.03.070

文献信息

• Oxazolone copper(I) complexes inspired by the methanobactin active site
  作者：Ann Christin Jahnke、Anastasia Herter、Sebastian Dechert、Michael John、Franc Meyer

  DOI：10.1016/j.ica.2011.03.070

  日期：2011.8

  Two oxazolone-derived potential ligands with enethioether substituents have been synthesized that differ by the terminal thioether moiety (S-Et in L-1, S-C6H4(OMe)-2 in L-2). Both L-1 and L-2 behave as bidentate NS} chelate ligands to form stable complexes with copper(I) triflate that crystallize as dimeric complexes [L2Cu2(OTf)(2)] (4 and 5) featuring a central Cu2S2} diamond core with distinctly different Cu-S bonds. L-1 as well as 4 and 5 have been characterized by single crystal X-ray diffraction. NMR spectroscopy including H-1 and F-19 DOSY experiments reveals that 4 and 5 dissociate into monomeric species [LCu(OTf)] (40 and 5') in CDCl3 solutions. 4' and 5' retain the NS} binding motif of the oxazolone-derived ligands, but are in slow equilibrium with their OS} isomers 4 '' and 5 '' that result from E/Z isomerization of the exocyclic enethioether double bond. (C) 2011 Elsevier B. V. All rights reserved.