Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition, 3144-16-9, Name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid, SMILES is O=S(C[C@@]1(C2(C)C)C(C[C@@]2([H])CC1)=O)(O)=O, in an article , author is Zhou, Caihua, once mentioned of 3144-16-9, Safety of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid.
Mechanism analysis of transient ligand-induced beta-C-H arylation of alpha-methyl pentanone
Based on a comprehensive DFT mechanism study, the reaction characteristics of beta-C-H arylation of alpha-methyl pentanone with iodobenzene are revealed. In this reaction, glycine plays an important role as organic transient ligand, which can directly activate beta-C-H of alpha-methyl pentanone together with metal Pd(II). And in the whole reaction, the formation of N=C bond during the condensation of pentanone and glycine and the breaking of N=C bond are two rate-determining steps. The energy barrier of TS4 and TS23 is 57.5 kcal/mol and 41.9 kcal/mol, respectively, which is higher than other transition states. Correspondingly, metal Pd(II) still is a wonderful catalyst in this reaction, which can flexibly coordinate with nonmetal atom (N, O, C) and form different inorganic metal intermediates. And these inorganic metal intermediates have significant function in further decreasing reaction energy barrier and inducing the formation of beta-C-H arylation.
But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity! 3144-16-9, you can contact me at any time and look forward to more communication. Safety of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid.
Reference:
Metal catalyst and ligand design,
,Ligand Template Strategies for Catalyst Encapsulation – NCBI