91034-75-2Relevant articles and documents
Iron-Catalyzed Tunable and Site-Selective Olefin Transposition
Yu, Xiaolong,Zhao, Haonan,Li, Ping,Koh, Ming Joo
, p. 18223 - 18230 (2020)
The catalytic isomerization of C-C double bonds is an indispensable chemical transformation used to deliver higher-value analogues and has important utility in the chemical industry. Notwithstanding the advances reported in this field, there is compelling demand for a general catalytic solution that enables precise control of the C═C bond migration position, in both cyclic and acyclic systems, to furnish disubstituted and trisubstituted alkenes. Here, we show that catalytic amounts of an appropriate earth-abundant iron-based complex, a base and a boryl compound, promote efficient and controllable alkene transposition. Mechanistic investigations reveal that these processes likely involve in situ formation of an iron-hydride species which promotes olefin isomerization through sequential olefin insertion/β-hydride elimination. Through this strategy, regiodivergent access to different products from one substrate can be facilitated, isomeric olefin mixtures commonly found in petroleum-derived feedstock can be transformed to a single alkene product, and unsaturated moieties embedded within linear and heterocyclic biologically active entities can be obtained.
Cobalt-catalyzed isomerization of 1-alkenes to (E)-2-alkenes with dimethylphenylsilylmethylmagnesium chloride and its application to the stereoselective synthesis of (E)-alkenylsilane
Kobayashi, Tsuneyuki,Yorimitsu, Hideki,Oshima, Koichiro
experimental part, p. 1078 - 1083 (2010/04/23)
Treatment of 1-alkenes with dimethylphenylsilylmethylmagnesium chloride in the presence of a cobalt-NHC complex in dioxane at 50°C or higher provides the corresponding (E)-2-alkenes selectively. The isomerization is applicable to the stereoselective synth
SELECTIVE SYNTHESIS OF (E)-CROTYLSILANES BY REACTION OF CROTYLMAGNESIUM BROMIDE WITH HYDROSILANES IN THE PRESENCE OF DICHLORONIKKEL(II)
Hayashi, Tamio,Kabeta, Keiji,Kumada, Makoto
, p. 1499 - 1500 (2007/10/02)
Dichloronickel(II) was found to be an effective catalyst for the reaction of crotylmagnesium bromide with hydrosilanes to give (E)-crotyl-silanes selectively.