(-)-(2R,4S,7R)-1,2,3-triphenyl-4,8,8-trimethyl-2H,4,5,6,7-tetrahydro-4,7-methanoinden-2-ol | 207571-67-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (-)-(2R,4S,7R)-1,2,3-triphenyl-4,8,8-trimethyl-2H,4,5,6,7-tetrahydro-4,7-methanoinden-2-ol
• CAS: 207571-67-3
• 化学式: C₃₁H₃₀O
• 分子量: 418.579
• InChiKey: FKFQVSPBLRCKMD-XGJRVREISA-N

物化性质

• 沸点：
  544.361±49.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.196±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.25
• 重原子数：
  32.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (-)-(2R,4S,7R)-1,2,3-triphenyl-4,8,8-trimethyl-2H,4,5,6,7-tetrahydro-4,7-methanoinden-2-ol 在 盐酸 、 锌 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以70%的产率得到(-)-(2RS,4S,7R)-1,2,3-triphenyl-4,8,8-trimethyl-2H,4,5,6,7-tetrahydro-4,7-methanoindene
  参考文献：
  名称：

  Chiral annulated cyclopentadienyl ligands: Synthesis and crystal structure of both exo and endo Rh{η5-Cp′}(cod)} [Cp′=(4S,7R)-1,2,3-triphenyl-4,8,8-trimethyl-1H,4,5,6,7-tetrahydro-4,7-methanoindenyl]

  摘要：

  The title homochiral cyclopentadiene ligand C31H30 (i.e., Cp'H, 5) has been synthesised from camphor in four steps. The lithium salt of this ligand reacted with [Rh(cod)Cl](2) to give predominantly racemic (eta(4)-cycloocta-1,5-diene)[eta(5)-1,2,3-triphenyl-4-methyl-7-isopropyl- 1H-indenyl]rhodium although the desired RhCp'(cod) complex was formed in 20% yield as an equal mixture of endo 7a and exo 7b isomers. The X-ray structures of 7a and 7b have been determined at room temperature with use of Mo-K-alpha radiation (lambda = 0.71069 Angstrom). Both compounds crystallise in the orthorhombic space group P2(1)2(1)2(1) (D-2(4), No. 19); for compound 7a, a = 13.549(23) Angstrom, b = 14.490(25) Angstrom, c = 15.909(14) Angstrom, V = 3123(8) Angstrom(3), Z = 4 and D-c = 1.303 g cm(-3) and the structure was refined to R = 0.0488 on the basis of 2545 independent reflections. For the exo isomer 7b, a = 13.301(18) Angstrom, b = 15.599(32) Angstrom, c = 14.436(19) Angstrom, V = 2995(10) Angstrom(3), Z = 4 and D-c = 1.359 g cm(-3); the structure was refined to R = 0.0362 on the basis of 4620 independent reflections. Bromine reacts with the compounds 7a and 7b to give the corresponding [{Rh(Cp')}(2)(mu-Br-3)]Br-3. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00563-9
• 作为产物：
  描述：

  (1R)-(-)-樟脑醌 、 alkaline earth salt of/the/ methylsulfuric acid 在 苄基三甲基氢氧化铵 、 magnesium 作用下， 以 甲醇 、 乙醚 、 苯 为溶剂， 反应 93.0h， 生成 (-)-(2R,4S,7R)-1,2,3-triphenyl-4,8,8-trimethyl-2H,4,5,6,7-tetrahydro-4,7-methanoinden-2-ol
  参考文献：
  名称：

  Chiral annulated cyclopentadienyl ligands: Synthesis and crystal structure of both exo and endo Rh{η5-Cp′}(cod)} [Cp′=(4S,7R)-1,2,3-triphenyl-4,8,8-trimethyl-1H,4,5,6,7-tetrahydro-4,7-methanoindenyl]

  摘要：

  The title homochiral cyclopentadiene ligand C31H30 (i.e., Cp'H, 5) has been synthesised from camphor in four steps. The lithium salt of this ligand reacted with [Rh(cod)Cl](2) to give predominantly racemic (eta(4)-cycloocta-1,5-diene)[eta(5)-1,2,3-triphenyl-4-methyl-7-isopropyl- 1H-indenyl]rhodium although the desired RhCp'(cod) complex was formed in 20% yield as an equal mixture of endo 7a and exo 7b isomers. The X-ray structures of 7a and 7b have been determined at room temperature with use of Mo-K-alpha radiation (lambda = 0.71069 Angstrom). Both compounds crystallise in the orthorhombic space group P2(1)2(1)2(1) (D-2(4), No. 19); for compound 7a, a = 13.549(23) Angstrom, b = 14.490(25) Angstrom, c = 15.909(14) Angstrom, V = 3123(8) Angstrom(3), Z = 4 and D-c = 1.303 g cm(-3) and the structure was refined to R = 0.0488 on the basis of 2545 independent reflections. For the exo isomer 7b, a = 13.301(18) Angstrom, b = 15.599(32) Angstrom, c = 14.436(19) Angstrom, V = 2995(10) Angstrom(3), Z = 4 and D-c = 1.359 g cm(-3); the structure was refined to R = 0.0362 on the basis of 4620 independent reflections. Bromine reacts with the compounds 7a and 7b to give the corresponding [{Rh(Cp')}(2)(mu-Br-3)]Br-3. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00563-9