(S)-2,2'-bis{[di(4-methylphenyl)phosphinyl]oxy}-1,1'-binaphthyl

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2,2'-bis{[di(4-methylphenyl)phosphinyl]oxy}-1,1'-binaphthyl
• 英文别名: [1-[2-Bis(4-methylphenyl)phosphanyloxynaphthalen-1-yl]naphthalen-2-yl]oxy-bis(4-methylphenyl)phosphane
• 化学式: C₄₈H₄₀O₂P₂
• 分子量: 710.792
• InChiKey: SYGIPNAXTZIAAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  52
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  S-1,1'-联-2-萘酚 、 P,P-双(4-甲基苯基)-氯化膦 氯二对甲苯基膦 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 (S)-2,2'-bis{[di(4-methylphenyl)phosphinyl]oxy}-1,1'-binaphthyl
  参考文献：
  名称：

  Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation

  摘要：

  Electronic and steric effects in the rhodium diphosphinite catalyzed asymmetric hydrogenation were investigated. A series of electronically and sterically modified (S)-BINOL and (S)-H-8-BINOL ligands was synthesized and effects on the catalytic performance were studied. Phosphinite basicity was varied by using p-CH3O, p-CH3, p-H, p-CF3, 3,5-(CH3)(2), 3,5-(CF3)(2) substituents on the diphenylphosphine moieties. In the hydrogenation of dimethyl itaconate and methyl (Z)-alpha-acetamido cinnamate an increase in enantioselectivity and activity was observed with increasing phosphine basicity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.217

文献信息

• Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation
  作者：Ildikó Gergely、Csaba Hegedüs、Áron Szöllősy、Axel Monsees、Thomas Riermeier、József Bakos

  DOI：10.1016/j.tetlet.2003.09.217

  日期：2003.12

  Electronic and steric effects in the rhodium diphosphinite catalyzed asymmetric hydrogenation were investigated. A series of electronically and sterically modified (S)-BINOL and (S)-H-8-BINOL ligands was synthesized and effects on the catalytic performance were studied. Phosphinite basicity was varied by using p-CH3O, p-CH3, p-H, p-CF3, 3,5-(CH3)(2), 3,5-(CF3)(2) substituents on the diphenylphosphine moieties. In the hydrogenation of dimethyl itaconate and methyl (Z)-alpha-acetamido cinnamate an increase in enantioselectivity and activity was observed with increasing phosphine basicity. (C) 2003 Elsevier Ltd. All rights reserved.
• Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydroformylation. Part 3: Highly active hydroformylation of styrene
  作者：Csaba Hegedüs、József Madarász、Ildikó Gergely、Áron Szöllo˝sy、Axel Monsees、Thomas Riermeier、József Bakos

  DOI：10.1016/j.tetasy.2004.07.015

  日期：2004.8

  The electronic and steric effects in the rhodium diphosphinite catalyzed asymmetric hydroformylation were investigated. Phosphinite basicity was varied by using 4-CH3, 4-CF3, 3,5-(CH3)(2) and 3,5-(CF3)(2) substituents on the diphenylphosphine moieties. Two series of ligands based on (S)-BINOL and (S)-H-8-BINOL were synthesized. In the hydroformylation of styrene an increase in l:b ratio, in activity and in enantioselectivity was observed with decreasing phosphinite basicity. (C) 2004 Elsevier Ltd. All rights reserved.