Carbon-13 delta shifts and steric interactions in N-Aryl-1-isoindolinones and -isoindoline-1,3-diones was written by Khadim, Mohammad A.;Colebrook, L. D.. And the article was included in Magnetic Resonance in Chemistry in 1985.Quality Control of 2-Phenylisoindolin-1-one This article mentions the following:
Consistently deshielding 13C 闂?shifts resulting from the presence of aryl ortho substituents are determined for the 3-methylene C atoms of N-aryl-1-isoindolinones (0.12-3.25 ppm) and for the C:O group C atoms of these compounds and corresponding N-arylisoindoline-1,3-diones (0.04-1.47 ppm). Low-temperature (-75 and -150 闂? 1H NMR studies indicate that steric barriers to internal rotation about the aryl C-N bonds in the N-aryl-1-isoindolinones are low. The compounds with the bulkiest aryl ortho substituents tend to show the largest 闂?shifts (particularly for the 3-methylene C atoms). No consistent correlation with the size of aryl ortho-substituents or their expected electronic properties is evident. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Quality Control of 2-Phenylisoindolin-1-one).
2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Quality Control of 2-Phenylisoindolin-1-one
Referemce:
Indole alkaloid derivatives as building blocks of natural products from闂佽壈浜崹淇沜illus thuringiensis闂佽壈浜粋鍧闂佽壈浜崹淇沜illus velezensis闂佽壈浜粋鍧 their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles