457622-82-1Relevant academic research and scientific papers
Hemilabile amidomonophosphine ligand-rhodium(I) complex-catalyzed asymmetric 1,4-addition of arylboronic acids to cycloalkenones
Kuriyama, Masami,Nagai, Kazushige,Yamada, Ken-ichi,Miwa, Yoshinao,Taga, Tooru,Tomioka, Kiyoshi
, p. 8932 - 8939 (2002)
The asymmetric 1,4-addition reaction of arylboronic acids with cycloalkenonas was catalyzed by 1 mol % of an amidomonophosphine-rhodium(I) catalyst in a 10: 1 mixture of 1,4-dioxane and water at 100 °C, affording 3-arylcycloalkanones in reasonably high enantioselectivity and high yields. It was revealed by NMR, IR, and X-ray spectroscopies that this bidentate amidomonophosphine behaves as a hemilabile ligand that contains a hard donor site in addition to the soft donor in a molecule. Phosphorus atom strongly bonds to rhodium(l), and the amide carbonyl oxygen is coordinatively labile. The reaction efficacy of phenylboronic acid with cyclopent-2-en-l-one was significantly dependent on the possibility of coordination of the amide carbonyl oxygen to rhodium(l).
