A post-synthetic method has been developed to synthesize novel asymmetric porphycenes bearing two different substituents on the meso-positions. Nitration of 9-acetoxy-2,7,12,17-tetra-n-propylporphycene with AgNO3 in CH 3COOH/CH2Cl2 occurs regioselectively at the 19-position of the macrocycle to give 9-acetoxy-19-nitro-2,7,12,17-tetra-n- propylporphycene (3a) which was readily converted to 9-acetoxy-19-amino-2,7,12, 17-tetra-n-propylporphycene (4a) by the reduction with SnCl2 in pyridine.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry