(η6-(3-oxopropyl)benzene)tricarbonylchromium | 126860-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (η6-(3-oxopropyl)benzene)tricarbonylchromium
• 英文别名: Carbon monoxide;chromium;3-phenylpropanal
• CAS: 126860-26-2
• 化学式: C₁₂H₁₀CrO₄
• 分子量: 270.205
• InChiKey: WFFHNVIAFKSPTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (η6-(3-oxopropyl)benzene)tricarbonylchromium 、 magnesium,oct-1-yne,bromide 以 乙醚 为溶剂， 以75%的产率得到(±)-[η6-(3-hydroxyundec-4-yn-1-yl)benzene]chromium tricarbonyl
  参考文献：
  名称：

  Lipase-mediated deracemization of secondary 1-phenyl-substituted propargylic alcohols of different topology

  摘要：

  Acetylation of (+/-)-1-phenylnon-2-yn-1-ol, (+/-)-1-phenylhept-1-yn-3-ol, and (+/-)-1-phenylundec-4-yn-3-ol ((+/-)-5) in the presence of lipase from Candida cylindracea (CCL) proceeds slowly to give products with ee less than or equal to20%. The acetates of these alcohols are hydrolyzed in the presence of porcine pancreatic lipase (PPL) equally unsatisfactorily. The (eta(6)-arene)tricarbonylchromium complex of alcohol (+/-)-5 is acetylated in the presence of CCL up to similar to22% conversion to give (R)-acetate whose oxidative decomplexation followed by saponification results in alcohol (R)-(-)-5 with ee greater than or equal to95%. The configuration of alcohols (-)-5 and (+)-5 was determined by NMR spectroscopy of their esters with (R)- and (S)-Mosher's acids.

  DOI：

  10.1023/b:rucb.0000035659.02761.1a
• 作为产物：
  描述：

  (+/-)-[η6-(3,3-dimethoxypropyl)benzene]tricarbonylchromium 、 水 在 草酸 作用下， 以 水 、 丙酮 为溶剂， 以95%的产率得到(η6-(3-oxopropyl)benzene)tricarbonylchromium
  参考文献：
  名称：

  Lipase-mediated deracemization of secondary 1-phenyl-substituted propargylic alcohols of different topology

  摘要：

  Acetylation of (+/-)-1-phenylnon-2-yn-1-ol, (+/-)-1-phenylhept-1-yn-3-ol, and (+/-)-1-phenylundec-4-yn-3-ol ((+/-)-5) in the presence of lipase from Candida cylindracea (CCL) proceeds slowly to give products with ee less than or equal to20%. The acetates of these alcohols are hydrolyzed in the presence of porcine pancreatic lipase (PPL) equally unsatisfactorily. The (eta(6)-arene)tricarbonylchromium complex of alcohol (+/-)-5 is acetylated in the presence of CCL up to similar to22% conversion to give (R)-acetate whose oxidative decomplexation followed by saponification results in alcohol (R)-(-)-5 with ee greater than or equal to95%. The configuration of alcohols (-)-5 and (+)-5 was determined by NMR spectroscopy of their esters with (R)- and (S)-Mosher's acids.

  DOI：

  10.1023/b:rucb.0000035659.02761.1a

文献信息

• DAYLE, M. MICHAEL;JACKSON, W. ROY;PERLMUTTER, PATRICK, TETRAHEDRON LETT., 30,(1989) N9, C. 5357-5360
  作者：DAYLE, M. MICHAEL、JACKSON, W. ROY、PERLMUTTER, PATRICK

  DOI：——

  日期：——
• Lipase-mediated deracemization of secondary 1-phenyl-substituted propargylic alcohols of different topology
  作者：A. L. Vlasyuk、G. D. Gamalevich、A. V. Ignatenko、E. P. Serebryakov、M. I. Struchkova

  DOI：10.1023/b:rucb.0000035659.02761.1a

  日期：2004.3

  Acetylation of (+/-)-1-phenylnon-2-yn-1-ol, (+/-)-1-phenylhept-1-yn-3-ol, and (+/-)-1-phenylundec-4-yn-3-ol ((+/-)-5) in the presence of lipase from Candida cylindracea (CCL) proceeds slowly to give products with ee less than or equal to20%. The acetates of these alcohols are hydrolyzed in the presence of porcine pancreatic lipase (PPL) equally unsatisfactorily. The (eta(6)-arene)tricarbonylchromium complex of alcohol (+/-)-5 is acetylated in the presence of CCL up to similar to22% conversion to give (R)-acetate whose oxidative decomplexation followed by saponification results in alcohol (R)-(-)-5 with ee greater than or equal to95%. The configuration of alcohols (-)-5 and (+)-5 was determined by NMR spectroscopy of their esters with (R)- and (S)-Mosher's acids.