Zens, Anna published the artcileNi(NHC) Catalyzed Rearrangement of 1-Acyl-2-vinylcyclopropanes: Tackling a Mechanistic Puzzle by Combined Experimental and Computational Studies, Application In Synthesis of 258278-25-0, the publication is European Journal of Organic Chemistry (2019), 2019(36), 6285-6295, database is CAplus.
The Ni(NHC) catalyzed rearrangement of 1-acyl-2-vinylcyclopropanes to the corresponding 4-acyl-cyclopent-1-enes is highly promising for the synthesis of keto-functionalized annelated bi- and tricyclic subunits of natural products. Therefore, we investigated the catalytic activity of Ni(NHC) complexes in the rearrangement of 1-acyl-2-vinylcyclopropanes with different ring sizes and substitution patterns. Surprising effects regarding substrate scope and stereoselectivity of the Ni(NHC) catalyzed vinylcyclopropane-cyclopentene rearrangement were observed Only vinylcyclopropanes with 1-Me, 1-Ph, 1,2-dialkyl or 2-phenyl-substitution at the vinyl moiety could be rearranged successfully. Moreover, an endo-configuration on the cyclopropane ring was required for successful rearrangement. By treatment of the vinylcyclopropanes with Rh catalysts or Lewis acids, the involvement of Lewis acid catalysis could be ruled out. In order to understand these exptl. results and to rationalize the reactivity of the Ni(NHC) complexes computational studies were performed, which provided insights into mechanistic details.
European Journal of Organic Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C34H33ClN6O7, Application In Synthesis of 258278-25-0.
Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem