Showing papers by "Indian Institute of Technology, Jodhpur published in 1997"
TL;DR: In this article, a mechanism involving transfer of a hydride ion from the aldehyde to the oxidant via an intermediate complex was proposed, which was later shown to work well in the case of aliphatic aldehydes with hexamethylenetetetramine-bromine.
Abstract: Oxidation of aliphatic aldehydes by hexamethylenetetramine-bromine proceeds by a mechanism involving transfer of a hydride ion from the aldehyde to the oxidantvia an intermediate complex.
7 citations
TL;DR: In this paper, it was shown that the reactive oxidizing species is [PhCH2Me3N]- [Zn2Cl6]−2I+2I+, and the pentacoordinated tautomer of the phosphorus oxyacid is the reactive reductant.
Abstract: Oxidation of lower phosphorus oxyacids by benzyltrimethylammonium dichloroiodate (BTACI), in the presence of zinc chloride, resulted in the formation of the corresponding oxyacids with phosphorus in a higher oxidation state. The reaction is first order with respect to the concentration of BTACI, oxyacid and zinc chloride. The reaction exhibited the presence of a substantial kinetic isotope effect. Addition of benzyltrimethylammonium chloride enhances the reaction rate. It is proposed that the reactive oxidizing species is [PhCH2Me3N]+ [Zn2Cl6]−2I+. It has been shown that the pentacoordinated tautomer of the phosphorus oxyacid is the reactive reductant. A mechanism involving a hydride-ion transfer from the P-H bond to the oxidant in the rate-determining step has been postulated.