2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide | 358974-18-2

• 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: 2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide
• 英文别名: N-[dimethylamino-(2-diphenylphosphanylphenyl)phosphanyl]-N-methylmethanamine
• CAS: 358974-18-2
• 化学式: C₂₂H₂₆N₂P₂
• 分子量: 380.409
• InChiKey: XHUPPLJNVMLIEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide 在 盐酸 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 115.0h， 生成 [2-(二苯基膦基)苯基]亚膦酸二氯化物
  参考文献：
  名称：

  Synthesis of enantiopure C1 symmetric diphosphines and phosphino-phosphonites with ortho-phenylene backbones

  摘要：

  Reaction of 2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide 1 with (+)-menthol, (1S,2S,3S,5R)-isopinocampheol and (1R,2R)-trans-cyclohexanediol affords enantiopure phosphino-phosphonite ligands 3-5. The X-ray structures of 1 (space group P2(1)/n) and 3 (space group P2(f)) have been determined. The reaction of 1 with (1R,2R,3S,5R)-(-)-pinanediol proceeds diastereoselectivity to afford a novel type of enantiopure phosphino-phosphonite ligand 6 with an asymmetric substituted P atom. On reaction of (+)-cedryl alcohol with 1 the adduct 7 of the phosphonous acid 2-Ph2P-C6H4P(-O)(H)OH 9 and its dimethylammonium salt is formed through elimination of water and subsequent hydrolysis. The structure of 7 (space group P (1) over bar) was elucidated by X-ray structural analysis. Reduction of the chlorophosphine 8 with LiAlH4 yields the novel primary-tertiary phosphine 10, which is a valuable starting material for the synthesis of the enantiopure C-1 symmetric bidentate phospholane ligands 11 and 12. (C) 2001 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00175-6
• 作为产物：
  描述：

  双(二甲基氨)氯膦 、 (2-溴苯基)二苯基膦 在 正丁基锂 作用下， 以 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 1.33h， 以96%的产率得到2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide
  参考文献：
  名称：

  Synthesis of enantiopure C1 symmetric diphosphines and phosphino-phosphonites with ortho-phenylene backbones

  摘要：

  Reaction of 2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide 1 with (+)-menthol, (1S,2S,3S,5R)-isopinocampheol and (1R,2R)-trans-cyclohexanediol affords enantiopure phosphino-phosphonite ligands 3-5. The X-ray structures of 1 (space group P2(1)/n) and 3 (space group P2(f)) have been determined. The reaction of 1 with (1R,2R,3S,5R)-(-)-pinanediol proceeds diastereoselectivity to afford a novel type of enantiopure phosphino-phosphonite ligand 6 with an asymmetric substituted P atom. On reaction of (+)-cedryl alcohol with 1 the adduct 7 of the phosphonous acid 2-Ph2P-C6H4P(-O)(H)OH 9 and its dimethylammonium salt is formed through elimination of water and subsequent hydrolysis. The structure of 7 (space group P (1) over bar) was elucidated by X-ray structural analysis. Reduction of the chlorophosphine 8 with LiAlH4 yields the novel primary-tertiary phosphine 10, which is a valuable starting material for the synthesis of the enantiopure C-1 symmetric bidentate phospholane ligands 11 and 12. (C) 2001 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00175-6

文献信息

• Synthesis of enantiopure C1 symmetric diphosphines and phosphino-phosphonites with ortho-phenylene backbones
  作者：Konstantin W. Kottsieper、Uwe Kühner、Othmar Stelzer

  DOI：10.1016/s0957-4166(01)00175-6

  日期：2001.5

  Reaction of 2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide 1 with (+)-menthol, (1S,2S,3S,5R)-isopinocampheol and (1R,2R)-trans-cyclohexanediol affords enantiopure phosphino-phosphonite ligands 3-5. The X-ray structures of 1 (space group P2(1)/n) and 3 (space group P2(f)) have been determined. The reaction of 1 with (1R,2R,3S,5R)-(-)-pinanediol proceeds diastereoselectivity to afford a novel type of enantiopure phosphino-phosphonite ligand 6 with an asymmetric substituted P atom. On reaction of (+)-cedryl alcohol with 1 the adduct 7 of the phosphonous acid 2-Ph2P-C6H4P(-O)(H)OH 9 and its dimethylammonium salt is formed through elimination of water and subsequent hydrolysis. The structure of 7 (space group P (1) over bar) was elucidated by X-ray structural analysis. Reduction of the chlorophosphine 8 with LiAlH4 yields the novel primary-tertiary phosphine 10, which is a valuable starting material for the synthesis of the enantiopure C-1 symmetric bidentate phospholane ligands 11 and 12. (C) 2001 Elsevier Science Ltd, All rights reserved.