%0 Journal Article
%A Nishiumi, Masami
%A Miura, Hiroki
%A Wada, Kenji
%A Hosokawa, Saburo
%A Inoue, Masashi
%D 2012
%T Active Ruthenium Catalysts
Based on Phosphine-Modified
Ru/CeO2 for the Selective Addition of Carboxylic Acids
to Terminal Alkynes
%U https://acs.figshare.com/articles/journal_contribution/Active_Ruthenium_Catalysts_Based_on_Phosphine_Modified_Ru_CeO_sub_2_sub_for_the_Selective_Addition_of_Carboxylic_Acids_to_Terminal_Alkynes/2499298
%R 10.1021/cs300151x.s001
%2 https://acs.figshare.com/ndownloader/files/4142173
%K presence
%K ruthenium species
%K adduct
%K Terminal AlkynesThe modification
%K catalyst
%K ceria
%K Active Ruthenium Catalysts
%X The modification of ruthenium species supported on ceria
in the presence of suitable phosphines
under H2 at 100 °C was found to generate catalytically
active Ru species that were effective for the regio- and stereoselective
addition of carboxylic acids to terminal alkynes. The reactions in
the presence of a catalytic amount of Ru/CeO2 modified
with 1,4-bis(diphenylphosphino)butane gave the anti-Markovnikov adducts
in high yields with excellent (Z)-isomer selectivities.
On the other hand, the reactions with the trioctylphosphine-modified
catalyst gave the Markovnikov adducts as major products. Among the
catalysts examined, only ceria- or zirconia-supported catalysts were
effective, and hot filtration tests using the phosphine-modified Ru/CeO2 catalyst suggested that soluble ruthenium species showed
quite a high catalytic activity. Very small amounts of ruthenium species
were detected in the solution. The solid Ru/CeO2 could
be repeatedly used as a reservoir of active catalysts without a significant
loss of activity.
%I ACS Publications