Lithium 1,2,4-triphenylcyclopenta-2,4-dien-1-ide | 192653-46-6

• 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: Lithium 1,2,4-triphenylcyclopenta-2,4-dien-1-ide
• 英文别名: lithium;(2,4-diphenylcyclopenta-2,4-dien-1-yl)benzene
• CAS: 192653-46-6
• 化学式: C₂₃H₁₇*Li
• 分子量: 300.329
• InChiKey: VRIPPQNDTINOJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  sodium hexaflorophosphate 、 {(η4-C7H7-2-CH2OH)RhCl}2 、 Lithium 1,2,4-triphenylcyclopenta-2,4-dien-1-ide 在 H₂SO₄ 作用下， 以 四氢呋喃 为溶剂， 以68%的产率得到[(η(2,3)-C7H7CH2)Rh(η(5)-1,2,4-Ph3C5H2)]PF6
  参考文献：
  名称：

  Ligand effects in the hydrogenation of methacycline to doxycycline and epi-doxycycline catalysed by rhodium complexes molecular structure of the key catalyst [closo-3,3-(η2,3-C7H7CH2)-3,1,2-RhC2B9H11]

  摘要：

  The catalytic reduction of the exocyclic methylene group of methacycline (A) leads to the formation of two diastereoisomers, doxycycline (B, the alpha-epimer) and 6-epi-doxycycline (C, the beta-epimer), with a selectivity which markedly depends on the nature of hydrocarbon and carborane ligands of closo-(pi-cyclodienyl)rhodacarborane catalysts. Neutral norbornadienyl complexes with unsubstituted carborane ligands [closo-3,3-(eta(2,3)=C7H7CH2)-3,1,2-RhC2B9H11] (1) and [closo-2,2-(eta(2,3)-C7H7CH2)-2,1,7-RhC2B9H11] (7) are more active and afford higher selectivity in the formation of doxycycline than those having mono- or di-substituents at the carborane cage, [closo-3,3-(cyclodienyl)-1-R-2-R'-3,1,2-RhC2B9H9] (R = H, R' = Me, PhCH2; R = R' = Me; cyclodienyl = eta(2.3)-C7H7CH2 or eta-C10H13) as well as those from the closely related series of eta(5)-cyclopentadienyl complexes [(eta(2.3)-C7H7CH2)Rh(eta(5)-C5Rn)]+PF6- (R-n = H-5, Me-5, or H-2-1,2,4-Ph-3). Mechanistic aspects of the hydrogenation reaction of methacycline are sketched. The results of the X-ray diffraction study of the best catalyst 1 are reported. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(96)06743-5

文献信息

• Ligand effects in the hydrogenation of methacycline to doxycycline and epi-doxycycline catalysed by rhodium complexes molecular structure of the key catalyst [closo-3,3-(η2,3-C7H7CH2)-3,1,2-RhC2B9H11]
  作者：A. Felekidis、M. Goblet-Stachow、J.F. Liégeois、B. Pirotte、J. Delarge、A. Demonceau、M. Fontaine、A.F. Noels、I.T. Chizhevsky、T.V. Zinevich、V.I. Bregadze、F.M. Dolgushin、A.I. Yanovsky、Yu.T. Struchkov

  DOI：10.1016/s0022-328x(96)06743-5

  日期：1997.5

  The catalytic reduction of the exocyclic methylene group of methacycline (A) leads to the formation of two diastereoisomers, doxycycline (B, the alpha-epimer) and 6-epi-doxycycline (C, the beta-epimer), with a selectivity which markedly depends on the nature of hydrocarbon and carborane ligands of closo-(pi-cyclodienyl)rhodacarborane catalysts. Neutral norbornadienyl complexes with unsubstituted carborane ligands [closo-3,3-(eta(2,3)=C7H7CH2)-3,1,2-RhC2B9H11] (1) and [closo-2,2-(eta(2,3)-C7H7CH2)-2,1,7-RhC2B9H11] (7) are more active and afford higher selectivity in the formation of doxycycline than those having mono- or di-substituents at the carborane cage, [closo-3,3-(cyclodienyl)-1-R-2-R'-3,1,2-RhC2B9H9] (R = H, R' = Me, PhCH2; R = R' = Me; cyclodienyl = eta(2.3)-C7H7CH2 or eta-C10H13) as well as those from the closely related series of eta(5)-cyclopentadienyl complexes [(eta(2.3)-C7H7CH2)Rh(eta(5)-C5Rn)]+PF6- (R-n = H-5, Me-5, or H-2-1,2,4-Ph-3). Mechanistic aspects of the hydrogenation reaction of methacycline are sketched. The results of the X-ray diffraction study of the best catalyst 1 are reported. (C) 1997 Elsevier Science S.A.