CID 16218483 → (R)-(+)-[(R)-2-Diphenylphosphinoferrocenyl](N,N-dimethylamino)(2-diphenylphosphinophenyl)methane

HRID 1254999Notes

Reaction equation

HRID 1254999 reaction equation
[CH3:1][N:2]([C@@H:4]([C:24]1[C:28]([P:29]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:27][CH:26][CH:25]1)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7](P(C2C=CC=CC=2)C2C=CC=CC=2)[CH:6]=1)[CH3:3].[CH:42]1[CH:46][CH:45][CH:44][CH:43]1.[Fe:47]>C(Cl)Cl>[CH3:1][N:2]([C@H:4]([C:24]1[C:28]([P:29]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:27][CH:26][CH:25]1)[C:5]1[C:10]([P:29]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:3].[CH:42]1[CH:46][CH:45][CH:44][CH:43]1.[Fe:47]

Participants

3

Reactant 1

HCID 16218483CID 16218483

Product 1

HCID 72376424(R)-(+)-[(R)-2-Diphenylphosphinoferrocenyl](N,N-dimethylamino)(2-diphenylphosphinophenyl)methaneYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Taniaphos SL-T001-1 (from Solvias, Basel, CH; 400 mg, 0.58 mmol) is placed in a round-bottom flask provided with a magnetic stirrer and the Ru starting compound (236 mg, 0.58 mmol) prepared in b) is then added. The reactants are dissolved in 10 ml of CH2Cl2 and the mixture is stirred at room temperature for three hours. The solution becomes deep red. The solvent is taken off under reduced pressure and the solid residue is washed with diethyl ether. The product is collected and dried in a high vacuum. Yield: 90%, red-orange solid, two diastereomers having a de of 75%.

Workup

  1. customprovided with a magnetic stirrer
  2. additionis then added
  3. washthe solid residue is washed with diethyl ether
  4. customThe product is collected
  5. customdried in a high vacuum

Sources & evidence

ORD record
ord-325faf4ee7834274adaabc91dc67eb25
Source dataset
uspto-grants-2013_06
Patent number
US08455671B2

Reaction notes

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