(1s,2R,5S)-cis-myrtanyldiphenylphosphine | 205449-63-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1s,2R,5S)-cis-myrtanyldiphenylphosphine
• 英文别名: [(1S,2R,5S)-6,6-dimethyl-2-bicyclo[3.1.1]heptanyl]methyl-diphenylphosphane
• CAS: 205449-63-4
• 化学式: C₂₂H₂₇P
• 分子量: 322.43
• InChiKey: ACXFCIIKBZXGOO-WFXMLNOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1s,2R,5S)-cis-myrtanyldiphenylphosphine 、 nickel dibromide 以 四氢呋喃 、 乙醇 为溶剂， 以95%的产率得到trans-dibromobis((cis-mirtanyl)diphenylphosphine)nickel(II)
  参考文献：
  名称：

  Hydrovinylation of olefins catalyzed by cationic nickel complexes [Ni(2,4,6-Me3C6H2) (CH3CN) P2]BF4

  摘要：

  The hydrovinylation of several olefins and alkynes by the ionic nickel precursor trans-[Ni(2,4,6-Me3C6H2)(CH3CN)(P(CH2Ph)(3))(2)]BF4 in THF solution was studied. The activity of the catalytic system showed strong dependence on the nature of the substrate. Only conjugated diolefins and some strained mono-olefins led to hydrovinylation products with nearly complete conversion. Selectivity was also variable: for norbornene, exo-2-vinylnorbornane (94%) was obtained selectively, whereas isoprene gave a mixture of 9 hydrovinylation compounds. The turnover rate of the reaction at 25 degrees C and 15 bar of initial pressure of ethylene with an olefin/[Ni] ratio of 1000/1 was 4300 h(-1) for norbornene and 30 h(-1) for isoprene. The chiral monodentate phosphines, (cis-myrtanyl)diphenylphosphine and myrtenyldiphenylphosphine, were obtained. The catalytic precursors containing these phosphines were bring tested in the hydrovinylation of styrene and norbornene, and the enantiomeric excess obtained was between 3-7%. Diphenylacetylene was also found to be active in the hydrovinylation reaction; cis- and trans-3,4-diphenyl-1,3-hexadiene, products of a double vinylation of the triple bond were obtained. (C) 1997 Elsevier Science B.V.

  DOI：

  10.1016/s1381-1169(97)00082-4
• 作为产物：
  描述：

  二苯基氯化膦 、 dimyrtanylzinc 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (1s,2R,5S)-cis-myrtanyldiphenylphosphine
  参考文献：
  名称：

  A new efficient preparation of polyfunctional phosphines using zinc organometallics

  摘要：

  The reaction of diorganozincs or organozinc halides with chlorophosphines (Ph(n)PCl(3-n)) produces polyfunctional phosphines in high yields. This method has been used to prepare several chiral phosphines in high enantiomeric purity.

  DOI：

  10.1016/0040-4039(95)00813-r