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

Ya-hong Wu, Jun-wei Yang, Yan Yan, Shan-ling Tong, Di Tan, Jian Yu, Lin Yu

College of Light Industry & Chemical Engineering, Guangdong University of Technology, Guangzhou, China.
Fire Brigade of Chaoyang District, Chinese Armed Police Force (CAPF), Shantou, China.

DOI: 10.4236/aces.2012.23047                

Abstract

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-Mn^ⅢTHPP, which decomposes into a Mn^ⅡTHPP molecule and a stable radical (SR) for coupling to form the disulfane. Meanwhile MnIITHPP molecule can be oxidized easily to form Mn^ⅢTHPP species again by oxygen from the air for using in next catalytic circle.

Keywords

Disulfide; Dimerizatoin; Catalytic Conversion; Metalloporphyrin Catalyst

Conflicts of Interest

The authors declare no conflicts of interest.

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