5,5'-dibenzoyl-2,2'-dihydroxybiphenyl | 958852-20-5

• 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: 5,5'-dibenzoyl-2,2'-dihydroxybiphenyl
• 英文别名: [3-(5-Benzoyl-2-hydroxyphenyl)-4-hydroxyphenyl]-phenylmethanone
• CAS: 958852-20-5
• 化学式: C₂₆H₁₈O₄
• 分子量: 394.427
• InChiKey: XTLBSMGASACUQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,5'-dibenzoyl-2,2'-dihydroxybiphenyl 在 三乙胺 、 三氯化磷 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Stereochemical Features Making Deoxycholic Acid Derived tropos Biphenylphosphites Efficient Chiral Ligands for Rhodium:  The Asymmetric Hydrogenation of Dimethylitaconate as a Case Study

  摘要：

  Different deoxycholic acid derived biphenylphosphites, whose tropos nature was ascertained by NMR and CD measurements, were used in the rhodium-catalyzed asymmetric hydrogenation of dimethylitaconate achieving enantiomeric excesses up to 91%. The comparison of these results to those obtained using the corresponding atropoisomeric binaphthyl analogues, together with NMR and CD measurements on the rhodium complexes of some phosphites, allowed us to shed light on the nature of the active catalytic species and on the asymmetric induction process and hence to recognize the most appropriate stereochemical features to reach good levels of enantioselectivity.

  DOI：

  10.1021/jo701385y
• 作为产物：
  描述：

  2,2'-二羟基联苯 、 苯甲酰氯 在 三氯化铝 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以33%的产率得到5,5'-dibenzoyl-2,2'-dihydroxybiphenyl
  参考文献：
  名称：

  Stereochemical Features Making Deoxycholic Acid Derived tropos Biphenylphosphites Efficient Chiral Ligands for Rhodium:  The Asymmetric Hydrogenation of Dimethylitaconate as a Case Study

  摘要：

  Different deoxycholic acid derived biphenylphosphites, whose tropos nature was ascertained by NMR and CD measurements, were used in the rhodium-catalyzed asymmetric hydrogenation of dimethylitaconate achieving enantiomeric excesses up to 91%. The comparison of these results to those obtained using the corresponding atropoisomeric binaphthyl analogues, together with NMR and CD measurements on the rhodium complexes of some phosphites, allowed us to shed light on the nature of the active catalytic species and on the asymmetric induction process and hence to recognize the most appropriate stereochemical features to reach good levels of enantioselectivity.

  DOI：

  10.1021/jo701385y

文献信息

• Stereochemical Features Making Deoxycholic Acid Derived <i>tropos</i> Biphenylphosphites Efficient Chiral Ligands for Rhodium:  The Asymmetric Hydrogenation of Dimethylitaconate as a Case Study
  作者：Anna Iuliano、Debora Losi、Sarah Facchetti

  DOI：10.1021/jo701385y

  日期：2007.10.1

  Different deoxycholic acid derived biphenylphosphites, whose tropos nature was ascertained by NMR and CD measurements, were used in the rhodium-catalyzed asymmetric hydrogenation of dimethylitaconate achieving enantiomeric excesses up to 91%. The comparison of these results to those obtained using the corresponding atropoisomeric binaphthyl analogues, together with NMR and CD measurements on the rhodium complexes of some phosphites, allowed us to shed light on the nature of the active catalytic species and on the asymmetric induction process and hence to recognize the most appropriate stereochemical features to reach good levels of enantioselectivity.