2,2'-Bipyridine → HCID 4675456, compound

HRID 1759033Notes

Reaction equation

HRID 1759033 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.C([O-])(=O)C.[Pd+2:17].C([O-])(=O)C.[Pd]>C1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.[Pd:17]

Participants

5

Reactant 3

HCID 14742,2'-Bipyridine2×HCID 23938PalladiumHCID 167845palladium(II) acetate2×

Product 1

HCID 4675456HCID 4675456, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

In each of the Examples 8 through 10, a palladium 2,2'-bipyridyl chelate salt was prepared by stirring a mixture of a solution of 0.80 g of 2,2'-bipyridyl dissolved in 100 ml of benzene with another solution of 1.12 g of palladium acetate dissolved in 100 ml of benzene, at at a temperature of 25° C. for about one hour. The resultant precipitate was separated from the mixture by means of filtration, washed with 100 ml of benzene and, then, dried. The amount of the resultant palladium chelate salt was 1.70 g. The same oxidative-coupling procedures as those described in Example 1 were carried out, except that 0.42 millimoles of the obtained palladium chelate salt were used as a catalyst instead of the mixture of palladium acetate and 2,2'-bipyridyl, and the reaction temperature was as indicated in Table 2. The results are also indicated in Table 2.

Workup

  1. customThe resultant precipitate was separated from the mixture by means of filtration
  2. washwashed with 100 ml of benzene
  3. customdried

Sources & evidence

ORD record
ord-0967569d1b014d978c8ae878b4129d54
Source dataset
uspto-grants-1982_07
Patent number
US04338456

Reaction notes

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