(R)-2-diphenylphosphinyl-2'-p-tolylthio-1,1'-binaphthyl

• 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: (R)-2-diphenylphosphinyl-2'-p-tolylthio-1,1'-binaphthyl
• 英文别名: 2-Diphenylphosphoryl-1-[2-(4-methylphenyl)sulfanylnaphthalen-1-yl]naphthalene
• 化学式: C₃₉H₂₉OPS
• 分子量: 576.698
• InChiKey: AYTUERIGVWZVTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Diphenylphosphine oxide 在 palladium diacetate 、 甲基锂 、 N,N-二异丙基乙胺 、 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 、 乙醚 、 二甲基亚砜 为溶剂， 反应 30.0h， 生成 (R)-2-diphenylphosphinyl-2'-p-tolylthio-1,1'-binaphthyl
  参考文献：
  名称：

  Enantiomerically Pure 2-Bromo-2‘-diphenylphosphinyl-1,1‘- binaphthyl as a Monophosphorus Template for Electrophilic Functionalization in Chiral MOP-Type Ligand Synthesis

  摘要：

  [GRAPHIC]Pd-catalyzed monophosphinylation of (R)-2-bromo-T-iodo1,1'-binaphthyl with Ph2P(O)H afforded (R)-2-bromo-2'diphenylphosphinyl-1,1'-binaphthyl in good yield with excellent chemo selectivity and no observable racemization. Subsequent lithiation in the presence of excess thiosulfonate furnished an enantiomerically pure sulfenylation product, which was reduced to afford a chiral S-MOP ligand.

  DOI：

  10.1021/jo051581j

文献信息

• Enantiomerically Pure 2-Bromo-2‘-diphenylphosphinyl-1,1‘- binaphthyl as a Monophosphorus Template for Electrophilic Functionalization in Chiral MOP-Type Ligand Synthesis
  作者：Takashi Hoshi、Tetsuji Hayakawa、Toshio Suzuki、Hisahiro Hagiwara

  DOI：10.1021/jo051581j

  日期：2005.10.1

  [GRAPHIC]Pd-catalyzed monophosphinylation of (R)-2-bromo-T-iodo1,1'-binaphthyl with Ph2P(O)H afforded (R)-2-bromo-2'diphenylphosphinyl-1,1'-binaphthyl in good yield with excellent chemo selectivity and no observable racemization. Subsequent lithiation in the presence of excess thiosulfonate furnished an enantiomerically pure sulfenylation product, which was reduced to afford a chiral S-MOP ligand.