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Dimerization of 1-Phenyl-1<i>H</i>-Tetrazole-5-Thiol over Metalloporphyrin Catalysts

¹ College of Light Industry & Chemical Engineering, Guangdong University of Technology, Guangzhou, China
² Fire Brigade of Chaoyang District, Chinese Armed Police Force (CAPF), Shantou, China
³ College of Light Industry & Chemical Engineering, Guangdong University of Technology, Guangzhou, China
⁴ College of Light Industry & Chemical Engineering, Guangdong University of Technology, Guangzhou, China
⁵ Fire Brigade of Chaoyang District, Chinese Armed Police Force (CAPF), Shantou, China
⁶ College of Light Industry & Chemical Engineering, Guangdong University of Technology, Guangzhou, China
⁷ College of Light Industry & Chemical Engineering, Guangdong University of Technology, Guangzhou, China

Advances in Chemical Engineering and Science·Volume 02 (2012)·Pages 392–397·Published 24 July 2012·DOI10.4236/aces.2012.23047

Abstract

In an alkaline methanol solution, dimerization of 1-phenyl-1 H -tetrazole-5-thiol (HL) was carried out over metalloporphyrin catalysts under mild conditions. The dimer product, 1,2-bis (1-phenyl-1 H -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 Ⅲ THPP, which decomposes into a Mn Ⅱ THPP molecule and a stable radical (SR) for coupling to form the disulfane. Meanwhile MnIITHPP molecule can be oxidized easily to form Mn Ⅲ THPP species again by oxygen from the air for using in next catalytic circle.

KeywordsDisulfideDimerizatoinCatalytic ConversionMetalloporphyrin Catalyst

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Dimerization of 1-Phenyl-1<i>H</i>-Tetrazole-5-Thiol over Metalloporphyrin Catalysts

Abstract

References (25)