Li, Zi-Qi published the artcileLigand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids, SDS of cas: 100-70-9, the main research area is alkenyl carboxylate hydroarylation hydroalkenylation nickel ligand catalyst regiodivergence; alkene functionalization; cross-coupling; hydrofunctionalization; nickel; regiodivergence.
A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochem. outcome. Markovnikov hydrofunctionalization products were obtained under mild ligand-free conditions, with up to 99% yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° vs. 2°) in the rate- and regioselectivity-determining transmetalation transition state.
Angewandte Chemie, International Edition published new progress about Addition reaction (anti-Markovnikov). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, SDS of cas: 100-70-9.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts