posted on 2014-01-29, 00:00authored byCasey
R. Larsen, Gulin Erdogan, Douglas B. Grotjahn
After searching for the proper catalyst,
the dual challenges of
controlling the position of the double bond, and cis/trans-selectivity in isomerization of terminal
alkenes to their 2-isomers are finally met in a general sense by mixtures
of (C5Me5)Ru complexes 1 and 3 featuring a bifunctional phosphine. Typically, catalyst
loadings of 1 mol % of 1 and 3 can be employed
for the production of (E)-2-alkenes at 40–70
°C. Catalyst comprising 1 and 3 avoids
more than any other known example the thermodynamic equilibration
of alkene isomers, as the trans-2-alkenes of both
nonfunctionalized and functionalized alkenes are generated.