2-trimethylsilylethynyl-7-(2-ferrocenylethynyl)fluoren-9-one | 557077-05-1

• 英文名称: 2-trimethylsilylethynyl-7-(2-ferrocenylethynyl)fluoren-9-one
• CAS: 557077-05-1
• 化学式: C₃₀H₂₄FeOSi
• 分子量: 484.452
• InChiKey: DQCTYZHYZCIMIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  2-trimethylsilylethynyl-7-(2-ferrocenylethynyl)fluoren-9-one 在 K₂CO₃ 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以92%的产率得到2-ethynyl-7-(2-ferrocenylethynyl)fluoren-9-one
  参考文献：
  名称：

  New ferrocenyl heterometallic complexes of 2,7-diethynylfluoren-9-one

  摘要：

  A new series of rigid-rod alkynylferrocenyl precursors with central fluoren-9-one bridge, 2-bromo-7-(2-ferrocenylethynyl)fluoren-9-one (1b), 2-trimethylsilylethynyl-7-(2-ferrocenylethynyl)fluoren-9-one (2) and 2-ethynyl-7-(2-ferrocenylethynyl)fluoren-9-one (3), have been prepared in moderate to good yields. The ferrocenylacetylene complex 3 can provide a direct access to novel heterometallic complexes, trans-[(eta(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCPt(PEt3)(2)Ph] (4), trans-[(eta(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCPt(PBu3)(2)CdropCRCdropC(eta(5)-C5H4)Fe(eta(5)-C5H5)] (5), [(n(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCAu(PPh3)] (6) and [(n(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCHgMe] (7) (R=fluoren-9-one-2,7-diyl), following the CuI-catalyzed dehydrohalogenation reactions with the appropriate metal chloride compounds. All the new complexes have been characterized by FTIR, H-1-NMR and UV-vis spectroscopies and fast atom bombardment mass spectrometry. The solid state molecular structures of 3, 5, 6 and 7 have been established by X-ray crystallography. The redox chemistry of these mixed-metal species has been investigated by cyclic voltammetry and oxidation of the ferrocenyl moiety is facilitated by the presence of the heavy metal centre and increased conjugation in the chain through the ethynyl and fluorenone linkage units. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)02069-7
• 作为产物：
  描述：

  2-bromo-7-(2-ferrocenylethynyl)fluoren-9-one 、 三甲基乙炔基硅 在 catalyst: Pd(O₂CCH₃)2/CiI/PPh₃ 、 diisopropylamine 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到2-trimethylsilylethynyl-7-(2-ferrocenylethynyl)fluoren-9-one
  参考文献：
  名称：

  New ferrocenyl heterometallic complexes of 2,7-diethynylfluoren-9-one

  摘要：

  A new series of rigid-rod alkynylferrocenyl precursors with central fluoren-9-one bridge, 2-bromo-7-(2-ferrocenylethynyl)fluoren-9-one (1b), 2-trimethylsilylethynyl-7-(2-ferrocenylethynyl)fluoren-9-one (2) and 2-ethynyl-7-(2-ferrocenylethynyl)fluoren-9-one (3), have been prepared in moderate to good yields. The ferrocenylacetylene complex 3 can provide a direct access to novel heterometallic complexes, trans-[(eta(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCPt(PEt3)(2)Ph] (4), trans-[(eta(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCPt(PBu3)(2)CdropCRCdropC(eta(5)-C5H4)Fe(eta(5)-C5H5)] (5), [(n(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCAu(PPh3)] (6) and [(n(5)-C5H5)Fe(eta(5)-C5H4)CdropCRCdropCHgMe] (7) (R=fluoren-9-one-2,7-diyl), following the CuI-catalyzed dehydrohalogenation reactions with the appropriate metal chloride compounds. All the new complexes have been characterized by FTIR, H-1-NMR and UV-vis spectroscopies and fast atom bombardment mass spectrometry. The solid state molecular structures of 3, 5, 6 and 7 have been established by X-ray crystallography. The redox chemistry of these mixed-metal species has been investigated by cyclic voltammetry and oxidation of the ferrocenyl moiety is facilitated by the presence of the heavy metal centre and increased conjugation in the chain through the ethynyl and fluorenone linkage units. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)02069-7