Studies on Amination of Porphyrins – In Search for Effective and Renewable Nucleophilic Aminating Reagent
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Keywords

Porphyrins; Amination; Nucleophilic substitution of hydrogen; Sulfenamides.

How to Cite

Ostrowski, S. (2012). Studies on Amination of Porphyrins – In Search for Effective and Renewable Nucleophilic Aminating Reagent. Jordan Journal of Chemistry (JJC), 7(3), 231-237. Retrieved from http://jjc.yu.edu.jo/index.php/jjc/article/view/203

Abstract

Studies on amination of electrophilic porphyrins are described. Several reagents such as hydro­xylamine, 4-amino-4H-1,2,4-triazole, and seven various sulfenamides were tested in the reac­tions with nitro-substituted porphyrins. Products of direct amination were observed (formed ac­cording to VNS mechanism) which were usually accompanied with other substitution of hydro­gen products (formed according to ONSH mechanism), for example compounds substituted with t-BuO group when tert-butoxide was used as a base in the reaction. The best results were achie­ved with 2,4,6-trichlorophenylsulfenamide, however, the yields varied from low to moderate.

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