[2-(二苯基膦基)苯基]亚膦酸二氯化物 | 223742-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [2-(二苯基膦基)苯基]亚膦酸二氯化物
• 英文名称: <2-(diphenylphosphino)phenyl>phosphonous acid dichloride
• 英文别名: dichloro(2-diphenylphosphinophenyl)phosphine；Dichloro-(2-diphenylphosphanylphenyl)phosphane
• CAS: 223742-01-6
• 化学式: C₁₈H₁₄Cl₂P₂
• 分子量: 363.163
• InChiKey: DRFRAADXHJYQNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  [2-(二苯基膦基)苯基]亚膦酸二氯化物 在 lithium aluminium tetrahydride 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 6.75h， 生成
  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：

  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

文献信息

• New chiral phosphine-phosphonites derived from (2R,3R)-dimethyl tartrate, (S)-binaphthol and (1R,2S)-ephedrine
  作者：Terence L Schull、D.Andrew Knight

  DOI：10.1016/s0957-4166(98)00493-5

  日期：1999.1

  The reaction of 2-lithiophenyldiphenylphosphine with phosphorus trichloride afforded the new unsymmetric phosphine, dichloro(2-diphenylphosphinophenyl)phospine (4). Condensation of 4 with (a) (2R,3R)-dimethyl tartrate or (b) (S)-binaphthol in the presence of triethylamine gave new chiral phosphine-phosphonite ligands, (2R,3R)- [2-(2'-(diphenylphosphino)phenyl)-4,5-bis(carbomethoxy)-1,3,2-dioxaphospholane] ((2R,3R)-5) and (S)[2-(diphenylphosphino)benzene] [1,1'-binaphthalen-2,2'-diyl]phosphonite] ((S)-5). The analogous reaction of 4 with (1R,2S)-ephedrine using N-methylmorpholine as the base, gave [2-(2'-(diphenylphosphino)phenyl)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine] (7) as a 95:5 mixture of diastereoisomers. (C) 1999 Elsevier Science Ltd. All rights reserved.
• New non-C2-symmetric phosphine-phosphonites as ligands in asymmetric metal catalysis
  作者：Manfred T Reetz、Andreas Gosberg

  DOI：10.1016/s0957-4166(99)00215-3

  日期：1999.6

  Starting from 1,2-dibromobenzene, the synthesis of N,N,N'-N'-tetraethyl-[2-(diphenylphosphino)phenyl]phosphonous acid tetraamide is possible in two simple steps. This key compound reacts with a variety of chiral diols such as (R)- and (S)-binaphthol, 1,2:5,6-diisapropylidene-D-mannitol or (1R,2R)-1,2-diphenyl-1,2-ethane diol to form the corresponding non-C-2-symmetric phosphine-phosphonite compounds. These ligands react with Rh(COD)(2)BF4 to form bidentate Rh-complexes which serve as catalysts in the asymmetric hydrogenation of dimethyl itaconate with ee values of up to 88%. (C) 1999 Elsevier Science Ltd. All rights reserved.
• 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.