Abraham, Raymond J. published the artcileThe use of MM/QM calculations of 13C and 15N chemical shifts in the conformational analysis of alkyl substituted anilines, Product Details of C14H23N, the publication is Magnetic Resonance in Chemistry (2020), 58(6), 520-531, database is CAplus and MEDLINE.
The calculation of the 13C and 15N NMR chem. shifts by a combined mol. mechanics (Pcmodel 9.1/MMFF94) and ab initio GIAO B3LYP/DFT, 6-31 + G(d) procedure is used to investigate the conformations of a variety of alkyl substituted anilines. The 13C shifts are obtained from the GIAO isotropic shielding (Ciso) with sep. references for sp3 and sp2 carbons (¦Äc = ¦Äref – Ciso). The 15N shifts are obtained similarly from the GIAO isotropic shielding (Niso) with reference to the 15N chem. shift of aniline. Comparison of the observed and calculated shifts provides information on the mol. conformations. Aniline and the 2,6-dialkylanilines exist with a rapidly inverting sym. pyramidal nitrogen atom. The 2-alkylanilines have similar conformations with the NH2 group tilted away from the 2-alkyl substituent. The N,N-dialkylanilines show more varied conformations. N,N-dimethylaniline has a similar structure to aniline, but N-Et, N-methylaniline, N,N-diethylaniline, and N,N-diisopropylaniline are conformationally mobile with two rapidly interconverting conformers. In contrast, the anilines substituted at C2 and the nitrogen atom exist as one conformer where the steric interaction between the C2 substituent and the N substituent determines the conformation. In 2-methyl-N-methylaniline, the nitrogen atom is pyramidal as usual with the N-Me opposite to the 2-Me, but in 2-methyl-N,N-dimethyl aniline, the NMe2 group is now almost orthogonal to the Ph plane. This is also the case with 2-methyl-N,N-diethylaniline and 2,6-diisopropyl-N,N-dimethylaniline. The comparison of the observed and calculated 15N chem. shifts confirms the above findings, in particular the pyramidal conformation of aniline and the above observations with respect to the conformations of the N,N-dialkylanilines.
Magnetic Resonance in Chemistry published new progress about 2909-77-5. 2909-77-5 belongs to catalysis-chemistry, auxiliary class Amine,Benzene, name is 2,6-Diisopropyl-N,N-dimethylaniline, and the molecular formula is C14H23N, Product Details of C14H23N.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia