Dimerization of 1-Phenyl-1H-Tetrazole-5-Thiol over Metalloporphyrin Catalysts


In an alkaline methanol solution, dimerization of 1-phenyl-1H-tetrazole-5-thiol (HL) was carried out over metalloporphyrin catalysts under mild conditions. The dimer product, 1,2-bis (1-phenyl-1H-tetrazol-5-yl) disulfane (L-L), was characterized by determinations of infrared (IR), HPLC, NMR and elementary analysis respectively. In situ UV-Vis spectroscopic analysis and cyclic voltammetric (CV) determinations suggested that the active intermediate for L-L formation is an axially ligated complex, RS-MnTHPP, which decomposes into a MnTHPP molecule and a stable radical (SR) for coupling to form the disulfane. Meanwhile MnIITHPP molecule can be oxidized easily to form MnTHPP species again by oxygen from the air for using in next catalytic circle.

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Y. Wu, J. Yang, Y. Yan, S. Tong, D. Tan, J. Yu and L. Yu, "Dimerization of 1-Phenyl-1H-Tetrazole-5-Thiol over Metalloporphyrin Catalysts," Advances in Chemical Engineering and Science, Vol. 2 No. 3, 2012, pp. 392-397. doi: 10.4236/aces.2012.23047.

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The authors declare no conflicts of interest.


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