Diphenyl-[(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxymethyl]phosphane | 1610788-38-9

• 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: Diphenyl-[(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxymethyl]phosphane
• 英文别名: diphenyl-[(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxymethyl]phosphane
• CAS: 1610788-38-9
• 化学式: C₄₁H₅₂O₃P₂
• 分子量: 654.81
• InChiKey: ZZDSRLALJUIFRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  46
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  盐酸 、 [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II) 、 (1S,2S)-1,2-二苯基乙二胺 、 Diphenyl-[(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxymethyl]phosphane 以 正己烷 、 乙醚 、 二氯甲烷 为溶剂， 反应 5.0h， 以25%的产率得到
  参考文献：
  名称：

  Asymmetric hydrogenation reactions with Rh and Ru complexes bearing phosphine–phosphites with an oxymethylene backbone

  摘要：

  Phosphine-phosphites 3a and 3b, derived from diphenylhydroxymethyl phosphine have been prepared. From these ligands [Rh(COD)(3a)]BF4 5a and RuCl2(3b)[(S,S)-DPEN] 6b (DPEN = 1,2-diphenylethylenediamine) were synthesized and their structure determined by X-ray diffraction. Ligands 3 are characterized by a small bite angle of 83 degrees. In addition, 5a led to an active catalyst for the hydrogenation of olefins, giving enantioselectivities of up to 96% ee. Likewise, compound 6b showed good activity and enantioselectivity in the hydrogenation of N-1-phenyl ethylidene aniline and a completed reaction at S/C = 500 in 24 h with 83% ee. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.04.001
• 作为产物：
  描述：

  3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite 、 (二苯基膦基)甲醇 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以70%的产率得到Diphenyl-[(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxymethyl]phosphane
  参考文献：
  名称：

  Asymmetric hydrogenation reactions with Rh and Ru complexes bearing phosphine–phosphites with an oxymethylene backbone

  摘要：

  Phosphine-phosphites 3a and 3b, derived from diphenylhydroxymethyl phosphine have been prepared. From these ligands [Rh(COD)(3a)]BF4 5a and RuCl2(3b)[(S,S)-DPEN] 6b (DPEN = 1,2-diphenylethylenediamine) were synthesized and their structure determined by X-ray diffraction. Ligands 3 are characterized by a small bite angle of 83 degrees. In addition, 5a led to an active catalyst for the hydrogenation of olefins, giving enantioselectivities of up to 96% ee. Likewise, compound 6b showed good activity and enantioselectivity in the hydrogenation of N-1-phenyl ethylidene aniline and a completed reaction at S/C = 500 in 24 h with 83% ee. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.04.001

文献信息

• Asymmetric hydrogenation reactions with Rh and Ru complexes bearing phosphine–phosphites with an oxymethylene backbone
  作者：Patryk Kleman、Mónica Vaquero、Inmaculada Arribas、Andrés Suárez、Eleuterio Álvarez、Antonio Pizzano

  DOI：10.1016/j.tetasy.2014.04.001

  日期：2014.5

  Phosphine-phosphites 3a and 3b, derived from diphenylhydroxymethyl phosphine have been prepared. From these ligands [Rh(COD)(3a)]BF4 5a and RuCl2(3b)[(S,S)-DPEN] 6b (DPEN = 1,2-diphenylethylenediamine) were synthesized and their structure determined by X-ray diffraction. Ligands 3 are characterized by a small bite angle of 83 degrees. In addition, 5a led to an active catalyst for the hydrogenation of olefins, giving enantioselectivities of up to 96% ee. Likewise, compound 6b showed good activity and enantioselectivity in the hydrogenation of N-1-phenyl ethylidene aniline and a completed reaction at S/C = 500 in 24 h with 83% ee. (C) 2014 Elsevier Ltd. All rights reserved.