(1S)-1,2-bis-(9-fluorenyl)-1-phenylethane | 162496-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (1S)-1,2-bis-(9-fluorenyl)-1-phenylethane
• 英文别名: 1,2-bis(9-fluorenyl)-1-(S)-phenylethane
• CAS: 162496-97-1
• 化学式: C₃₄H₂₆
• 分子量: 434.58
• InChiKey: MHOSINCMTWQRBU-JGCGQSQUSA-N

物化性质

• 沸点：
  617.7±30.0 °C(predicted)
• 密度：
  1.180±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.79
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (1S)-1,2-bis-(9-fluorenyl)-1-phenylethane 、 氯化铪 在 n-butyllithium 作用下， 以 乙醚 、 正己烷 、 甲苯 为溶剂， 以63%的产率得到[1,2-bis(η(5)-9-fluorenyl)-1-(R)-phenylethane]hafniumdichloride
  参考文献：
  名称：

  Synthesis of Enantiomerically Pure Ethylene-Bridged ansa-Zirconocene and -Hafnocene Complexes Bearing Fluorenyl, Indenyl, Octahydrofluorenyl, and Tetrahydroindenyl Ligands¹

  摘要：

  We report on an efficient synthetic route for the preparation of enantiomerically pure ethylene-bridged ansa-zirconocene and -hafnocene complexes, bearing different cyclopentadienyl fragments. Ring opening of (R)-epoxystyrene (1) with fluorenyllithium proceeds enantiospecifically and leads to optically pure 2-(9-fluorenyl)-1-(S)-phenylethanol (2a) and 2-(9-fluorenyl)-2-(S)-phenylethanol (2b) in nearly quantitative yield. Treatment of 5, the trifluoromethanesulfonate derivative of 2b, with fluorenyl- and indenyllithium results in the formation of 1-(9-nuorenyl)-1-(S)-phenyl-2-(1-indenyl)ethane (6a) and 1,2-bis(9-fluorenyl)-1-(S)-phenylethane (6b), respectively. Reaction of the dilithio salts of 6a with ZrCl4 and of 6b with MCl(4) (M = Zr, Hf) affords the formation of the enantiomerically pure complexes [1-(eta(5)-9-fluorenyl)-1-(R)-phenyl-2-(eta(5)-1-(R,S)-indenyl)ethane]ZrCl2 (7a = R,R; 7b = R,S) and of [1,2-bis(eta(5)-9-fluorenyl)-1-(R)-phenylethane]MCl(2) (7c, M = Zr; 7d, M = Hf) in up to 63% yield. Hydrogenation of 7a-d with H-2/PtO2 gives the complexes 8a-d, bearing octahydro-fluorenyl and tetrahydroindenyl Ligands. Hydrolysis of 8a,b in basic, aqueous media leads to the formation of C-2-symmetric mu-oxo dimers (12a,b). The solid-state structures of enantiomerically pure 7b and 8c and of 12b are reported.

  DOI：

  10.1021/om960898u

文献信息

• Rieger, Bernhard; Jany, Gerhard, Chemische Berichte, 1994, vol. 127, # 12, p. 2417 - 2420
  作者：Rieger, Bernhard、Jany, Gerhard

  DOI：——

  日期：——