Di<(R)-(-)-sec-butyl> phosphorochloridate | 163231-14-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: Di<(R)-(-)-sec-butyl> phosphorochloridate
• 英文别名: (2R)-2-[[(2R)-butan-2-yl]oxy-chlorophosphoryl]oxybutane
• CAS: 163231-14-9
• 化学式: C₈H₁₈ClO₃P
• 分子量: 228.656
• InChiKey: AATQLTBRQOOBCV-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  左旋樟脑 、 Di<(R)-(-)-sec-butyl> phosphorochloridate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以42.4%的产率得到(1S)-endo-(-)-3-phosphoryl>camphor
  参考文献：
  名称：

  Alkene epoxidation catalysed by camphor-derived β-ketophosphonate complexes of molybdenum(VI)

  摘要：

  New beta-ketophosphonates (L) have been prepared from (R)- or (S)-camphor with various substituents on the phosphorus atom [EtO, (R)- or (S)-Bu(s)O, Ph or binaphthoxy] and reacted with [MoO2Cl2] to form complexes [MoO(2)Cl(2)L]. These complexes have been used to give highly active catalysts for epoxidation of alkenes by Bu(t)OOH. Very fast initial rates (ca. 400 catalyst turnovers in the first minute) gave way to much slower rates because the hemi-labile beta-ketophosphonate is displaced by a diol ligand. In the presence of molecular sieves, the fast initial stage of the reaction is extended and for styrene, which gives low conversions followed by degradation in the absence of molecular sieves, styrene oxide can be formed with 98% conversion and 94% selectivity. It is demonstrated that both the Bu(t)OOH and the catalyst bind to the molecular sieves. the latter with loss of the beta-ketophosphonate ligand.

  DOI：

  10.1039/dt9950001221
• 作为产物：
  描述：

  Di<(R)-(-)-sec-butyl> phosphite 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以68.6%的产率得到Di<(R)-(-)-sec-butyl> phosphorochloridate
  参考文献：
  名称：

  Alkene epoxidation catalysed by camphor-derived β-ketophosphonate complexes of molybdenum(VI)

  摘要：

  New beta-ketophosphonates (L) have been prepared from (R)- or (S)-camphor with various substituents on the phosphorus atom [EtO, (R)- or (S)-Bu(s)O, Ph or binaphthoxy] and reacted with [MoO2Cl2] to form complexes [MoO(2)Cl(2)L]. These complexes have been used to give highly active catalysts for epoxidation of alkenes by Bu(t)OOH. Very fast initial rates (ca. 400 catalyst turnovers in the first minute) gave way to much slower rates because the hemi-labile beta-ketophosphonate is displaced by a diol ligand. In the presence of molecular sieves, the fast initial stage of the reaction is extended and for styrene, which gives low conversions followed by degradation in the absence of molecular sieves, styrene oxide can be formed with 98% conversion and 94% selectivity. It is demonstrated that both the Bu(t)OOH and the catalyst bind to the molecular sieves. the latter with loss of the beta-ketophosphonate ligand.

  DOI：

  10.1039/dt9950001221