214330-24-2Relevant articles and documents
Controllable Isomerization of Alkenes by Dual Visible-Light-Cobalt Catalysis
Meng, Qing-Yuan,Schirmer, Tobias E.,Katou, Kousuke,K?nig, Burkhard
, p. 5723 - 5728 (2019)
We report herein that thermodynamic and kinetic isomerization of alkenes can be accomplished by the combination of visible light with Co catalysis. Utilizing Xantphos as the ligand, the most stable isomers are obtained, while isomerizing terminal alkenes over one position can be selectively controlled by using DPEphos as the ligand. The presence of the donor–acceptor dye 4CzIPN accelerates the reaction further. Transformation of exocyclic alkenes into the corresponding endocyclic products could be efficiently realized by using 4CzIPN and Co(acac)2 in the absence of any additional ligands. Spectroscopic and spectroelectrochemical investigations indicate CoI being involved in the generation of a Co hydride, which subsequently adds to alkenes initiating the isomerization.
Alkyltriflones in the Ramberg-B?cklund Reaction: An Efficient and Modular Synthesis of gem-Difluoroalkenes
Crudden, Cathleen M.,Maekawa, Yuuki,Nambo, Masakazu,Yokogawa, Daisuke
supporting information, p. 15667 - 15672 (2020/10/18)
The unprecedented synthesis of gem-difluoroalkenes through the Ramberg-B?cklund reaction of alkyl triflones is described herein. Structurally diverse, fully substituted gem-difluoroalkenes that are difficult to prepare by other methods can be easily prepared from readily available triflones by treatment with specific Grignard reagents. Experimental and computational studies provide insight into the unique and critical role of the Grignard reagent, which serves both as a base to remove the α-proton and as a Lewis acid to assist C-F bond activation.
Copper-catalyzed carboxylation of alkylboranes with carbon dioxide: Formal reductive carboxylation of terminal alkenes
Ohmiya, Hirohisa,Tanabe, Masahito,Sawamura, Masaya
supporting information; experimental part, p. 1086 - 1088 (2011/04/23)
Carboxylation of alkylboron compounds (alkyl-9-BBN) with CO2 proceeded in the presence of catalytic amounts of CuOAc/1,10-phenanthroline and a stoichiometric amount of KOtBu. The alkylboranes are easily and widely available through the alkene hydroboration, and thus the overall process represents a reductive carboxylation of alkenes with CO2. The broad functional group compatibility and the inexpensiveness of the Cu/1,10-phenathoroline catalyst system are attractive features of this protocol.(Figure Presented)
