Mechanism of a Redox Coupling
of Seleninic Acid with
Thiol
Mohannad Abdo
Spencer Knapp
10.1021/jo300156x.s001
https://acs.figshare.com/articles/journal_contribution/Mechanism_of_a_Redox_Coupling_of_Seleninic_Acid_with_Thiol/2533381
Equimolar quantities of 2-ethoxyethaneseleninic acid
and <i>p</i>-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.
2016-02-21 15:20:55
selenosulfonate
chain mechanism
Mechanism
Redox
acid
ethoxyethaneseleninic
Seleninic
latter
thioseleninate
selenosulfinate isomerization
disulfide
sulfur
thiosulfonate
diselenide
formation
dichloromethane solution
ThiolEquimolar quantities
selenosulfide
quantity