Synthesis of meso-furyl porphyrins with N4, N3S, N2S2 and N3O porphyrin cores

✍ Scribed by Iti Gupta; Mangalampalli Ravikanth

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 273 KB
• Volume: 59
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(03)00950-5

✦ Synopsis

A series of meso-furyl porphyrins with four different porphyrin cores (N 4 , N 3 S, N 2 S 2 and N 3 O) were synthesized and characterized. The comparison of NMR, optical and fluorescence properties of meso-furyl porphyrins with porphyrins with six-membered aryl groups indicates that electronic properties of porphyrins were changed drastically on the introduction of furyl groups at meso positions. The maximum shifts in spectral bands were observed for meso-furyl porphyrins with N 2 S 2 core. On protonation, the absorption bands of meso-furyl porphyrins were further red shifted. All these changes were ascribed to the possibility of more planarity of the meso-furyl porphyrins due to the small size of the furyl groups which results in extending the p-delocalisation of the porphyrin ring in to the furyl groups.