Se-cyclopenta-2,4-dien-1-yl 4-bromo-2,3,5,6-tetramethylbenzenecarboselenoate;iron(2+) | 1340482-61-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Se-cyclopenta-2,4-dien-1-yl 4-bromo-2,3,5,6-tetramethylbenzenecarboselenoate;iron(2+)
• CAS: 1340482-61-2
• 化学式: C₃₂H₃₂Br₂FeO₂Se₂
• 分子量: 822.18
• InChiKey: HEUPEMZNLKRBHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.14
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,1'-bis(trimethylsilylseleno)ferrocene 、 4-Bromo-2,3,5,6-tetramethylbenzoyl chloride 以 melt 为溶剂， 以80%的产率得到Se-cyclopenta-2,4-dien-1-yl 4-bromo-2,3,5,6-tetramethylbenzenecarboselenoate;iron(2+)
  参考文献：
  名称：

  Aryl(trimethylsilyl)selenides as Reagents for the Synthesis of Mono- and Diselenoesters

  摘要：

  Silylated organoselenium reagents react under mild conditions with acid chlorides to provide a high yield route to aromatic selenoesters. The synthesis, structures, and spectroscopic properties of the selenoesters C6H5SeC(O)R (R = CH2CH3, 1; p-CH3C6H4, 2; p-C6Me4Br, 3; p-C6Me4C-(O)SeC6H5, 4) and RC(O)SeFcSeC(O)R (Fc = Fe(C5H4)(2); R = CH2CH3, 5; p-CH3C6H4, 6; p-BrC6Me4, 7) and RC(O)Se(C6H4) SeC(O)R (n = 1, R = CH2CH3, 8a; n = 2, R= CH2CH3, 8b; n = 1, R = p-CH3C6H4, 9a; n = 2, R = p-CH3C6H4, 9b; n = 1, R =p-C6Me4Br, 10a; n = 2, R = p-C6Me4Br, 10b) and C6H5SeC(O)CH2CH2C(O)SeC6H5 11 are discussed. Although 11 can be prepared in high yield from the reaction of C6H5SeSiMe3 and ClC(O)CH2CH2C(O)Cl in tetrahydrofuran solvent, similar reactions in the absence of solvent led to the competitive formation of both 11 and (C6H5Se)(3)CCH2CH2C(O)OSiMe3 12. The new selenoesters have been characterized by multinuclear NMR (H-1, C-13, Se-77), IR, and UV-vis spectroscopies, electrospray mass spectrometry, and, for complexes 2, 4, 7, 10b, and 12, single-crystal X-ray diffraction.

  DOI：

  10.1021/om200768m