Chemical Research Letters, May 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 38609-97-1, Name is 2-(9-Oxoacridin-10(9H)-yl)acetic acid, SMILES is O=C(O)CN(C1=C2C=CC=C1)C3=CC=CC=C3C2=O, in an article , author is Pankratov, AN, once mentioned of 38609-97-1, Safety of 2-(9-Oxoacridin-10(9H)-yl)acetic acid.
Tautomerism and regioselectivity of the protonation of 2-pyrrolidone. Stereoselectivity of complexation between palladium(II), chloride ion, and 2-pyrrolidone
According to the AM1, PM3, HF/6-31G(d,p), and MP2/6-31G(d,p)//HF/6-31G(d,p) calculations, it is the lactam tautomer of 2-pyrrolidone that is thermodynamically most stable in both the gas phase and an aqueous solution. Analysis of the PM3 data with consideration of the medium showed that the tautomeric equilibrium of 2-pyrrolidone (pyrroline-2-ol) in aqueous solution is shifted to the lactim form, which thus can be involved in complexation with palladium(II). 2-Pyrrolidone was found to be protonated at the O atom in both the gas phase and aqueous solution, in agreement with the concept of the mesomeric displacement of the electron density in the amide fragment. The aqueous medium stabilizes the lactim tautomer of 2-pyrrolidone more strongly than the lactam tautomer and the O-protonated cyclic amide than the N-protonated one. The stereoselectivity of complexation between palladium(II), chloride ion, and pyrroline-2-ol was explained. The initially formed tetragonal-pyramidal adduct with an axial organic ligand undergoes rearrangement into an intermediate with an extra axial Cl atom, which is a precursor of the cis-product. The thermodynamically less stable cis-isomer of the complex [PdCl2(pyrrolin-2-ol)(2)] is formed from the thermodynamically most favorable intermediate in associative nucleophilic substitution. At the supramolecular level, the cis-product can be stabilized by intermolecular dipole-dipole association in the crystal.
Do you like my blog? If you like, you can also browse other articles about this kind. Thanks for taking the time to read the blog about 38609-97-1, Safety of 2-(9-Oxoacridin-10(9H)-yl)acetic acid.
Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem