Conformational analysis of 2,5-diaryl-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-ones: Multinuclear NMR and DFT calculations

被引：2

作者：

Sanchez-Andrada, Pilar ^{[1
]}

Marin-Luna, Marta ^{[1
]}

Alkorta, Ibon ^{[2
]}

Elguero, Jose ^{[2
]}

Percho, Gema ^{[3
]}

Santa Maria, Dolores ^{[3
]}

Claramunt, Rosa M. ^{[3
]}

机构：

[1] Univ Murcia, Fac Quim, Dept Quim Organ, Reg Campus Int Excellence,Campus Mare Nostrum, Murcia 30100, Spain

[2] CSIC, Inst Quim Med, Madrid, Spain

[3] UNED, Fac Ciencias, Dept Quim Organ & Bioorgan, Paseo Senda Rey 9, E-28040 Madrid, Spain

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2021年 / 58卷 / 05期

关键词：

ASSISTED STRUCTURE ELUCIDATION; CHEMICAL-SHIFTS; COUPLING-CONSTANTS; NATURAL-PRODUCTS; C-13; BENZAZOLES;

D O I：

10.1002/jhet.4243

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conformational exploration of five 2,5-diaryl-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-ones has been carried out based on a combination of their NMR chemical shifts determined in CDCl3 and the scrutiny of their computed relative energies and absolute shieldings calculated at the DFT/GIAO/B3LYP/6-311++G(d,p) level. The very flat potential energy curves corresponding to the three relevant single bond rotations were explored by calculating the energy of the rotational barriers and comparing the experimental chemical shifts with those theoretically calculated in each rotamer by statistical analysis.

引用

页码：1130 / 1140

页数：11

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