jo300156x_si_001.pdf (854.83 kB)
Mechanism of a Redox Coupling of Seleninic Acid with Thiol
journal contribution
posted on 2016-02-21, 15:20 authored by Mohannad Abdo, Spencer KnappEquimolar quantities of 2-ethoxyethaneseleninic acid
and p-thiocresol react rapidly in dichloromethane
solution to
give the selenosulfide along with disulfide, diselenide, and two products
oxidized at sulfur, the thiosulfonate and the selenosulfonate. The
latter two are new for this sort of coupling; their formation may
be the result of an early thioseleninate to selenosulfinate isomerization.
A radical chain mechanism is proposed to account for all five products,
as well as their relative amounts.