2-acetyl-3,4-dimethylphosphacymantrene | 63270-53-1

• 英文名称: 2-acetyl-3,4-dimethylphosphacymantrene
• CAS: 63270-53-1
• 化学式: C₁₁H₁₀MnO₄P
• 分子量: 292.11
• InChiKey: IERFVBODMUOCFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  2-acetyl-3,4-dimethylphosphacymantrene 在 titanium tetrachloride 、 zinc 作用下， 以 四氢呋喃 为溶剂， 以27%的产率得到meso-(Z)-2,3-bis[3',4'-dimethylphosphacymantren-2'-yl]but-2-ene
  参考文献：
  名称：

  McMurry Coupling of 2-Acylphosphacymantrenes:  E- vs Z-Stereochemistry of the 1,2-Bis(phosphacymantrenyl) Alkenes

  摘要：

  The McMurry coupling of a 2-acetylphosphacymantrene with the TiCl4/Zn couple preferentially provides the Z-alkene as a mixture of the rac and meso, diastereomers. The coupling of the 2-benzoylphosphacymantrene mainly gives the E-alkene together with the 2-benzyl reduction product. The alkene stereochemistries have been established by X-ray crystal structure analyses. A titanium-carbene intermediate is suggested in the second case.

  DOI：

  10.1021/om020144h

文献信息

• Recovering phospholes from phosphacymantrenes
  作者：Bernard Deschamps、Patrick Toullec、Louis Ricard、François Mathey

  DOI：10.1016/s0022-328x(01)01101-9

  日期：2001.9

  Several attempts to recover phospholes from phosphacymantrenes are described. UV irradiation gives 1,1'-biphospholes when the ring carries two phenyl substituents. Lithium reduction appears to give somewhat erratic results. E.-Co-attack by phenyllithium leads to eta (4)-anionic complexes derived from the corresponding 1-phenylphospholes. Quite surprisingly, this attack by phenyllithium is compatible with a carbonyl fonctionality on the ring. These anionic complexes yield eta (4)-phospholium derivatives upon quaternization of phosphorus with BrCH(2)CH(2)Z (Z = CN, COOEt). One of these phospholium complexes has been caracterized by X-ray crystal structure analysis. (C) 2001 Elsevier Science B.V. All rights reserved.