Route to formyl-porphyrins
A method of making a 5-formylporphyrin, comprises the steps of: condensing a 5-acetaldipyrromethane with a dipyrromethane-1,9-dicarbinol to produce a porphyrin having an acetal group substituted thereon at the 5 position; and then hydrolyzing said porphyrin to produce said 5-formylporphyrin. Products and intermediates useful in such methods, along with methods of making such intermediates, are also described.
1. A 5-acetaldipyrromethane compound.
2. The 5-acetaldipyrromethane compound of claim 1 , wherein said compound is a 5-acetal-1-acyldipyyromethane.
3. A 1-(acetalcarbonyl)dipyrromethane.
4. The 1-(acetalcarbonyl)dipyrromethane according to claim 3 , further substituted with a surface attachment group at the 5 position.
5. The compound of claim 4 , wherein said surface attachment group is selected from the group consisting of carboxylic acid, alcohol, thiol, selenol, tellurol, phosphono, alkenyl, and alkynyl surface attachment groups.
6. A 1-(acetalcarbinol)dipyrromethane.
7. The 1-(acetalcarbinoOdipyrromethane according to claim 6 , further substituted with a surface attachment group at the 5 position.
8. The compound of claim 7 , wherein said surface attachment group is selected from the group consisting of carboxylic acid, alcohol, thiol, selenol, tellurol, phosphono, alkenyl, and alkynyl surface attachment groups.
9. A 1-(acetalcarbonyl)dipyrromethane according to claim 3 further substituted with an acyl group at the 9 position.
10. The 1-(acetalcarbonyl)dipyrromethane according to claim 9 , further substituted with a surface attachment group at the 5 position.
11. The compound of claim 10 , wherein said surface attachment group is selected from the group consisting of carboxylic acid, alcohol, thiol, selenol, tellurol, phosphono, alkenyl, and alkynyl surface attachment groups.
12. The compound of claim 9 , wherein said compound has the Formula:
13. The compound of claim 4 , wherein said surface attachment group is a multidentate surface attachment group.
14. The compound of claim 4 , wherein said surface attachment group is a tripodal linker bearing thiol, carboxylic acid, alcohol, or phosphonic acid units.
15. The compound of claim 7 , wherein said surface attachment group is a multidentate surface attachment group.
16. The compound of claim 7 , wherein said surface attachment group is a tripodal linker bearing thiol, carboxylic acid, alcohol, or phosphonic acid units.
17. The compound of claim 10 , wherein said surface attachment group is a multidentate surface attachment group.
18. The compound of claim 10 , wherein said surface attachment group is a tripodal linker bearing thiol, carboxylic acid, alcohol, or phosphonic acid units.