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pd_meltingpoint:>300 °C
Appearance:purple powder
Purity:99%
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Synthesis |
General procedures for the synthesis of porphyrins 1-5A mixture of the appropriate aromatic aldehyde (0.72 mmol) andpyrrole (0.72 mmol) in DMF (15 mL) was placed into a 50 mL threeneckedflask. The mixture was flushed with nitrogen gas for a coupleof minutes and then heated to 100 C for 10 min. P-toluene sulphonicacid (0.72 mmol, dissolved in DMF) was then added to the reactionmixture. The colorless mixture turned red over the next couple of minutesthen heated at 150 C for 1 h. The reaction mixture was thencooled and poured over ice with stirring for 15 min the residue wascollected, dried under vacuum and purified by column chromatographyusing chloroform/hexane (1.5/1) as eluent). |
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General Description |
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InChI:InChI=1/C48H30N4O8/c53-45(54)29-9-1-25(2-10-29)41-33-17-19-35(49-33)42(26-3-11-30(12-4-26)46(55)56)37-21-23-39(51-37)44(28-7-15-32(16-8-28)48(59)60)40-24-22-38(52-40)43(36-20-18-34(41)50-36)27-5-13-31(14-6-27)47(57)58/h1-24,49,52H,(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-
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pyrrole
methyl 4-formylbenzoate
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
|
pyrrole; methyl 4-formylbenzoate;
With
boron trifluoride diethyl etherate;
In
dichloromethane;
at 20 ℃;
for 1.5h;
Darkness;
With
chloranil;
In
dichloromethane;
With
sodium hydroxide;
|
35% |
|
pyrrole; methyl 4-formylbenzoate;
With
propionic acid;
at 160 ℃;
for 12h;
With
potassium hydroxide;
In
tetrahydrofuran; methanol; water;
at 80 ℃;
for 12h;
|
|
|
pyrrole; methyl 4-formylbenzoate;
With
propionic acid;
at 140 ℃;
for 12h;
With
potassium hydroxide;
In
tetrahydrofuran; methanol; water;
at 80 ℃;
for 12h;
|
|
|
pyrrole; methyl 4-formylbenzoate;
With
propionic acid;
In
dimethyl sulfoxide;
at 130 ℃;
for 2h;
With
potassium hydroxide;
In
tetrahydrofuran; methanol;
at 80 ℃;
for 12h;
|
methyl 4-formylbenzoate
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
|
Multi-step reaction with 2 steps
1: propionic acid / 1 h / 80 - 140 °C
2: potassium hydroxide / tetrahydrofuran / 24 h / Reflux
With
propionic acid; potassium hydroxide;
In
tetrahydrofuran;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 1.5 h / 140 °C
2: potassium hydroxide / tetrahydrofuran; water / 48 h / 66 °C
With
propionic acid; potassium hydroxide;
In
tetrahydrofuran; water;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 12 h / Reflux
2: sodium hydroxide / water; tetrahydrofuran; methanol / 12 h / Reflux
With
propionic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; water;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 140 °C
2: potassium hydroxide / tetrahydrofuran; methanol; water / 12 h / Reflux
With
propionic acid; potassium hydroxide;
In
tetrahydrofuran; methanol; water;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 12 h / Reflux; Inert atmosphere
2: potassium hydroxide / tetrahydrofuran; methanol; water / 16 h / Reflux
With
propionic acid; potassium hydroxide;
In
tetrahydrofuran; methanol; water;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 12 h / 140 °C / Darkness
2: potassium hydroxide / tetrahydrofuran; methanol; water / 12 h / 85 °C
With
propionic acid; potassium hydroxide;
In
tetrahydrofuran; methanol; water;
|
|
|
Multi-step reaction with 2 steps
1: 12 h / Schlenk technique; Inert atmosphere; Reflux
2: potassium hydroxide / tetrahydrofuran; methanol / 12 h / Reflux
With
potassium hydroxide;
In
tetrahydrofuran; methanol;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 12 h / Reflux; Darkness
2: potassium hydroxide / tetrahydrofuran; methanol; water / 12 h / Reflux
With
potassium hydroxide;
In
tetrahydrofuran; methanol; water; propionic acid;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 12 h / 120 °C
2: water; potassium hydroxide / tetrahydrofuran; methanol / 12 h / 120 °C
With
water; propionic acid; potassium hydroxide;
In
tetrahydrofuran; methanol;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 12 h / Reflux
2: sodium hydroxide / tetrahydrofuran; methanol / 12 h / Reflux
With
sodium hydroxide;
In
tetrahydrofuran; methanol; propionic acid;
|
|
|
Multi-step reaction with 2 steps
1: propionic acid / 10 h / 150 °C / Inert atmosphere
2: potassium hydroxide / tetrahydrofuran; water; methanol / 24 h / 80 °C
With
propionic acid; potassium hydroxide;
In
tetrahydrofuran; methanol; water;
|
|
|
Multi-step reaction with 2 steps
1.1: 80 °C
1.2: 1 h / 140 °C
2.1: hydrogenchloride / trifluoroacetic acid / 36 h / 85 °C
With
hydrogenchloride;
In
trifluoroacetic acid;
|
pyrrole
4-Carboxybenzaldehyde
5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrin
5,10,15,20-tetrakis(4-cyanophenyl)porphirin
5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrin
10-(4-hexadecyloxycarbonylphenyl)-5,15,20-tris<4-carboxyphenyl>-21H,23H-phorphine trihydrate
5,10,15,20-tetrakis<4-<4-(chloromethyl)benzyloxycarbonyl>phenyl>porphyrin
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