Facile synthesis of a bis-linked dioxocyclam porphyrin

✍ Scribed by Caroline Comte; Claude P. Gros; Roger Guilard; Richard G. Khoury; Kevin M. Smith

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 132 KB
• Volume: 02
• Category: Article
• ISSN: 1088-4246
• DOI: 10.1002/(sici)1099-1409(199807/10)2:4/5<377::aid-jpp93>3.0.co;2-#

✦ Synopsis

Reaction of the 5,15-di-(2-alkylamidophenyl)-etioporphyrin 3 (a,a-atropisomer) with the 'selftrans-diprotected' dioxocyclam 4 leads easily, in only two steps, to a new symmetrical dioxocyclam porphyrin 5 in an overall 41% yield. This ligand is a precursor of models of cytochromes. All the compounds have been fully characterized by elemental analysis, mass spectrometry and UV-vis, 1 H NMR, 13 C NMR and 1 H-13 C heteronuclear correlation NMR spectroscopies. X-ray structural data are presented for the Zn(II) porphyrin 6 confirming that the porphyrin and the dioxocyclam adopt cofacial orientations.