Water → Palladium tetraphenylporphyrin

HRID 2285449

Reaction equation

HRID 2285449 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C:7]2[C:8]3[NH:12][C:11]([C:13]([C:43]4[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=4)=[C:14]4[CH:42]=[CH:41][C:16](=[C:17]([C:35]5[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=5)[C:18]5[CH:34]=[CH:33][C:20](=[C:21]([C:27]6[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=6)[C:22]6[CH:23]=[CH:24][C:25]=2[N:26]=6)[N:19]=5)[NH:15]4)=[CH:10][CH:9]=3)=[CH:5][CH:6]=1.[Pd:49](Cl)Cl.C([O-])(=O)C.[Na+].O>C(O)(=O)C>[C:43]1([C:13]2[C:11]3[NH:12][C:8](=[CH:9][CH:10]=3)[C:7]([C:4]3[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=3)=[C:25]3[N:26]=[C:22]([CH:23]=[CH:24]3)[C:21]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:20]3[NH:19][C:18]([CH:34]=[CH:33]3)=[C:17]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)[C:16]3=[N:15][C:14]=2[CH:42]=[CH:41]3)[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1.[Pd:49]

Participants

6

Reactant 4

HCID 962WaterHCID 24290Palladium ChlorideHCID 701865,10,15,20-Tetraphenyl-21,22-dihydroporphyrinHCID 517045Sodium Acetate2×

Product 1

HCID 136447763Palladium tetraphenylporphyrin

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Palladium tetraphenylporphyrin is prepared according to the method of operation described by D. W. Thomas and A. E. Martell, J. Amer. Chem. Soc., Vol. 81, p. 5111 (1959). 10 grams of purified tetraphenylporphyrin and 7.7 grams of palladium chloride are placed in 385 ml of acetic acid. The mixture is refluxed for 10 minutes, then 23 grams of sodium acetate are added and the mixture is refluxed for an hour and then a further 23 grams of sodium acetate are added. After 2 additional hours under reflux, the mixture is allowed to cool and poured into 800 ml of water. The precipitate is obtained by filtration, washed with water and, after drying, 12.3 grams of the Pd complex is obtained.

Workup

  1. temperatureThe mixture is refluxed for 10 minutes
  2. temperaturethe mixture is refluxed for an hour
  3. temperatureAfter 2 additional hours under reflux
  4. temperatureto cool
  5. customThe precipitate is obtained by filtration
  6. washwashed with water
  7. customafter drying
  8. custom12.3 grams of the Pd complex is obtained

Sources & evidence

ORD record
ord-e6cd7f3dc9c74a42b4ee6cad4cd79d11
Source dataset
uspto-grants-1982_04
Patent number
US04323515

Linked notes

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