Arora, Vinay; Narjinari, Himani; Kumar, Akshai published the artcile< Pincer-Nickel Catalyzed Selective Guerbet-Type Reactions>, Application of C8H9FO, the main research area is pincer nickel bis imino pyridine preparation crystal mol structure; Guerbet type reaction pincer iminopyridine nickel catalyzed; alkylation phenyl ethanol benzyl alc nickel iminopyridine catalyzed.
Authors report here the synthesis and characterization of a series of NNN pincer-nickel complexes of the type (R2NNN)NiCl2(CH3CN) (R = iPr, tBu, Cy, Ph, and p-F-C6H4) based on bis(imino)pyridine ligands. In solution, these complexes are equilibrium mixtures containing one and two pincer ligands, resp. While the crystal structure of the former was reported by us recently for R = iPr, they report the crystal structure of the latter in this study for R = p-F-C6H4. The considered NNN pincer-Ni complexes have been successfully employed to accomplish the catalytic β-alkylation of several secondary alcs. with a variety of benzyl alcs. at 140° with high yields and unprecedented turnovers. A maximum of 92% yield of the β-alkylated product at 18 400 TON was obtained in the reaction of benzyl alc. with 1-(4-(trifluoromethyl)phenyl)ethane-1-ol in the presence of 0.005 mol % of (Ph2NNN)NiCl2(CH3CN) and 5 mol % of NaOtBu at 140° after 24 h. The reaction exhibits zero-order dependence of rate on catalyst concentration and first-order dependence on the concentration of base, benzyl alc., and 1-Ph ethanol which points to the base-mediated aldol condensation as the rate-determining step. Most of the intermediates involved in catalysis have been identified by HRMS. To the best of their knowledge, this is the first report on a pincer-Ni catalyzed β-alkylation of alcs. and, hitherto, such unprecedented turnovers have not been reported with a homogeneous mol. nickel-based catalyst.
Organometallics published new progress about Aldol condensation. 403-41-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H9FO, Application of C8H9FO.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts