Xu, Li-Ping’s team published research in Nature Communications in 13 | CAS: 118-90-1

Nature Communications published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C20H12N2O2, Product Details of C8H8O2.

Xu, Li-Ping published the artcileUnconventional mechanism and selectivity of the Pd-catalyzed C-H bond lactonization in aromatic carboxylic acid, Product Details of C8H8O2, the publication is Nature Communications (2022), 13(1), 315, database is CAplus and MEDLINE.

The search for more effective and highly selective C-H bond oxidation of accessible hydrocarbons and biomols. is a greatly attractive research mission. The elucidating of mechanism and controlling factors will, undoubtedly, help to broaden scope of these synthetic protocols, and enable discovery of more efficient, environmentally benign, and highly practical new C-H oxidation reactions. Here, we reveal the stepwise intramol. SN2 nucleophilic substitution mechanism with the rate-limiting C-O bond formation step for the Pd(II)-catalyzed C(sp3)-H lactonization in aromatic 2,6-dimethylbenzoic acid. We show that for this reaction, the direct C-O reductive elimination from both Pd(II) and Pd(IV) (oxidized by O2 oxidant) intermediates is unfavorable. Critical factors controlling the outcome of this reaction are the presence of the ¦Ç3-(¦Ð-benzylic)-Pd and K+-O(carboxylic) interactions. The controlling factors of the benzylic vs ortho site-selectivity of this reaction are the: (a) difference in the strains of the generated lactone rings; (b) difference in the strengths of the ¦Ç3-(¦Ð-benzylic)-Pd and ¦Ç2-(¦Ð-phenyl)-Pd interactions, and (c) more pronounced electrostatic interaction between the nucleophilic oxygen and K+ cation in the ortho-C-H activation transition state. The presented data indicate the utmost importance of base, substrate, and ligand in the selective C(sp3)-H bond lactonization in the presence of C(sp2)-H.

Nature Communications published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C20H12N2O2, Product Details of C8H8O2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia