Synthesis, Characterization, and Spectroscopic Studies of Bis-(meso-4-methoxyphenyl)-Benziporphyrin and Its Pd-Metal Complex
Benziporphyrin systems are widely explored, yet alternative improved synthetic routes towards these systems are needed. Here, a fairly and efficient synthesis of the free base and its metal complex is well designed. Dimethoxybenzene dicarbinol intermediate was prepared in excellent yields by reactin...
Saved in:
| Main Authors: | , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2021-01-01
|
| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2021/4586739 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| Summary: | Benziporphyrin systems are widely explored, yet alternative improved synthetic routes towards these systems are needed. Here, a fairly and efficient synthesis of the free base and its metal complex is well designed. Dimethoxybenzene dicarbinol intermediate was prepared in excellent yields by reacting 4-methoxyphenylmagnesium bromide with isophthaladehyde in diethyl ether. Reaction with equivalent pyrrole and pentafluorobenzaldehyde in the presence of trifluoroacetic acid (TFA), followed by oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), provided good yields of bis-(meso-4-methoxyphenyl)-benziporphyrin. Metalation of the free base was performed using palladium(II) acetate salt in acetonitrile. All intermediates and the final products are fully characterized using NMR, HMRS, and UV-Vis spectroscopies and briefly discussed. |
|---|---|
| ISSN: | 2090-9071 |