5-formyl-10,20-bis(3,5-di-tert-butylphenyl)Ni^IIporphyrin

Base Information

• Chemical Name: 5-formyl-10,20-bis(3,5-di-tert-butylphenyl)Ni^IIporphyrin
• CAS No.: 175444-04-9
• Molecular Formula: C₄₉H₅₂N₄NiO
• Molecular Weight: 771.668
• Mol file: 175444-04-9.mol

Synonyms:5-formyl-10,20-bis(3,5-di-tert-butylphenyl)Ni^IIporphyrin

Chemical Property of 5-formyl-10,20-bis(3,5-di-tert-butylphenyl)Ni^IIporphyrin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-formyl-10,20-bis(3,5-di-tert-butylphenyl)Ni^IIporphyrin

There total 5 articles about 5-formyl-10,20-bis(3,5-di-tert-butylphenyl)Ni^IIporphyrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

(5,15-bis(3,5-di-tert-butylphenyl)porphyrinate)nickel(II) (175444-05-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-formyl-10,20-bis(3,5-di-tert-butylphenyl)NiIIporphyrin (175444-04-9)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

(5,15-bis(3,5-di-tert-butylphenyl)porphyrinate)nickel(II); In 1,2-dichloro-ethane; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c8ob00491a

Reference yield: 33.0%

(5-bromo-10,15,20-triphenylporphyrinato)nickel(II) (67108-96-7) + 5-ethenyl-10,20-bis(3,5-di-tert-butylphenyl)porphyrinatonickel(II) (883148-65-0) → (5,10,15-triphenylporphyrinato)nickel(II) (67108-97-8) + 5-formyl-10,20-bis(3,5-di-tert-butylphenyl)NiIIporphyrin (175444-04-9) + E-1-[10,20-bis(3,5-di-tert-butylphenyl)porphyrinatonickel(II)-5-yl]-2-[(10,15,20-triphenyl)porphyrinatonickel(II)-5-yl]ethene + E-1-[5,15-bis(3,5-di-tert-butylphenyl)porphyrinatonickel(II)-2-yl]-2-[(10,15,20-triphenyl)porphyrinatonickel(II)-5-yl]ethene

Guidance literature:

With di-tert-butylbiphenylphosphine; palladium diacetate; potassium carbonate; In N,N-dimethyl-formamide; toluene; under Ar; two Ni complexes, Pd acetate, phosphine and K2CO3 dried under vac.; dry DMF and dry toluene added; degassed via freeze-pump-thaw cycles; sealed; heated to 105°C; stirred for 72 h; monitored by TLC; diluted with toluene; washed (H2O); org. layer collected; dried; purified by column chromy. (silica gel, CHCl3-n-hexane 1:1); second band collected, recrystd. from CHCl3-MeOH; third and fourth bands collected;

DOI:10.1039/b516989e

Reference yield: 23.0%

5-bromo-10,15,20-triphenylporphyrin (67066-09-5) + 5-ethenyl-10,20-bis(3,5-di-tert-butylphenyl)porphyrinatonickel(II) (883148-65-0) → 5,10,15-triphenylporphyrin + 5-formyl-10,20-bis(3,5-di-tert-butylphenyl)NiIIporphyrin (175444-04-9) + E-1-[5,15-bis(3,5-di-tert-butylphenyl)porphyrinatonickel(II)-2-yl]-2-[(10,15,20-triphenyl)porphyrin-5-yl]ethene

Guidance literature:

With di-tert-butylbiphenylphosphine; palladium diacetate; potassium carbonate; In N,N-dimethyl-formamide; toluene; under Ar; Ni complex, bromoporphyrin, Pd acetate, phosphine and K2CO3 dried under vac.; dry DMF and dry toluene added; degassed via freeze-pump-thaw cycles; sealed; heated to 105°C; stirred for 72 h; monitoredby TLC; diluted with toluene; washed (H2O); org. layer collected; dried; purified by column chromy. (silica gel, CH2Cl2-n-hexane 1:1); second band collected (major Ni complex); recrystd. from CH2Cl2-MeOH;

DOI:10.1039/b516989e

upstream raw materials:

(5,15-bis(3,5-di-tert-butylphenyl)porphyrinate)nickel(II)

N,N-dimethyl-formamide

(5-bromo-10,15,20-triphenylporphyrinato)zinc(II)

5-ethenyl-10,20-bis(3,5-di-tert-butylphenyl)porphyrinatonickel(II)

Downstream raw materials:

5-bromo-15-formyl-10,20-di(3,5-t-Bu₂C₆H₃) porphyrin nickel(II)

5-hydroxymethyl-10,20-bis(3,5-di-t-butylphenyl)porphyrinatonickel(II)

5-methyl-10,20-bis(3,5-di-t-butylphenyl)porphyrinatonickel(II)

C₄₉H₅₂⁽²⁾H₂N₄Ni