2'-(isopropyl(phenyl)phosphoryl)-[1,1'-binaphthalen]-2-yl trifluoromethanesulfonate | 1065271-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2'-(isopropyl(phenyl)phosphoryl)-[1,1'-binaphthalen]-2-yl trifluoromethanesulfonate
• CAS: 1065271-81-9；1065271-82-0
• 化学式: C₃₀H₂₄F₃O₄PS
• 分子量: 568.553
• InChiKey: ZYAIJYJAPNOMCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2'-(isopropyl(phenyl)phosphoryl)-[1,1'-binaphthalen]-2-yl trifluoromethanesulfonate 在 potassium carbonate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 丙酮 为溶剂， 反应 34.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of P-chirogenic monodentate binaphthyl phosphines

  摘要：

  P-Chirogenic monodentate binaphthyl phosphines were prepared in five steps from enantiomerically pure BINOL This approach supposes the utilization of two methods previously developed in our group, the formation of secondary phosphine oxide, and the reduction of tertiary phosphine oxide using the association of tetramethyldisiloxane and Ti((OPr)-Pr-i)(4). During the last reduction step, only the formation of the more stable diastereoisomer was observed. This product was employed as a ligand for the palladium catalyzed hydrosilylation of styrene to afford the corresponding alcohol with high yield and enantiomeric excess. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.07.136
• 作为产物：
  描述：

  isopropyl(phenyl)phosphine oxide 、 (R)-trifluoro-methanesulfonic acid 2’-trifluoromethanesulfonyloxy [1,1’]binapthalenyl-2-yl ester 在 palladium diacetate 、 N,N-二异丙基乙胺 、 1,4-双(二苯基膦)丁烷 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以65%的产率得到2'-(isopropyl(phenyl)phosphoryl)-[1,1'-binaphthalen]-2-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Synthesis and evaluation of P-chirogenic monodentate binaphthyl phosphines

  摘要：

  P-Chirogenic monodentate binaphthyl phosphines were prepared in five steps from enantiomerically pure BINOL This approach supposes the utilization of two methods previously developed in our group, the formation of secondary phosphine oxide, and the reduction of tertiary phosphine oxide using the association of tetramethyldisiloxane and Ti((OPr)-Pr-i)(4). During the last reduction step, only the formation of the more stable diastereoisomer was observed. This product was employed as a ligand for the palladium catalyzed hydrosilylation of styrene to afford the corresponding alcohol with high yield and enantiomeric excess. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.07.136