반응 #2161226

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manganese chloride tetrahydrate

porphyrin

( 2 )

tetrakis(4-ethynylphenyl)porphyrin

→

manganese tetrakis(4-ethynylphenyl)porphyrin

수율 63.0%

용매

DMF

DMF

반응 조건

후처리

1. 1
   기타as obtained in step 2) above and
2. 2
   온도The mixture was refluxed for 72 hours
3. 3
   기타After a return to ambient temperature, the solvent was evaporated off under reduced pressure
4. 4
   여과the manganese salts were eliminated by filtration over celite
5. 5
   기타The liquid filtrate was evaporated
6. 6
   workup.DISSOLUTIONthe residue was subsequently dissolved in 100 ml of ethanol
7. 7
   세척washed with 3×100 ml of water in order
8. 8
   기타After evaporation
9. 9
   workup.DISSOLUTIONthe residue was dissolved in chloroform
10. 10
    세척washed with a saturated aqueous solution of sodium chloride (3×100 ml) in order
11. 11
    세척finally washed with 2×100 ml of water in order
12. 12
    건조The organic phase was subsequently dried over sodium sulfate
13. 13
    기타the solvent was evaporated off
14. 14
    추출During the first extraction with ethanol and water as solvents
15. 15
    기타a part of the porphyrin precipitated
16. 16
    여과This precipitate was filtered off
17. 17
    workup.DISSOLUTIONIt was subsequently redissolved in chloroform so that it
18. 18
    workup.ADDITIONcould be added to the organic phase during the washing with sodium chloride

실험 절차

A solution of 5.5 g (27.8 mmol) of manganese chloride tetrahydrate (MnCl2.4H2O) in 160 ml of DMF was added portionwise to a solution of 1 g (1.4 mmol) of porphyrin TEPP (2) as obtained in step 2) above and dissolved in 200 ml of DMF. The mixture was refluxed for 72 hours. After a return to ambient temperature, the solvent was evaporated off under reduced pressure. The residue was taken up in 50 ml of chloroform and the manganese salts were eliminated by filtration over celite. The liquid filtrate was evaporated and the residue was subsequently dissolved in 100 ml of ethanol and washed with 3×100 ml of water in order to eliminate the TBAF. After evaporation, the residue was dissolved in chloroform and this organic phase was in turn washed with a saturated aqueous solution of sodium chloride (3×100 ml) in order to be sure that the axial ligand of the manganese is a chlorine, and finally washed with 2×100 ml of water in order to eliminate the traces of sodium chloride. The organic phase was subsequently dried over sodium sulfate and the solvent was evaporated off. During the first extraction with ethanol and water as solvents, a part of the porphyrin precipitated. This precipitate was filtered off and kept. It was subsequently redissolved in chloroform so that it could be added to the organic phase during the washing with sodium chloride. 700 mg (0.88 mmol; yield 63%) of manganese tetrakis(4-ethynylphenyl)porphyrin (MnCl-TEPP) (5) were obtained in the form of a purple/black-colored powder which is green in solution in chloroform.

출처