A theoretical study of the conformation, basicity and NMR properties of 2,2′-, 3,3′- and 4,4′-bipyridines and their conjugated acids

被引：28

作者：

Alkorta, Ibon ^{[1
]}

Elguero, Jose ^{[1
]}

Roussel, Christian ^{[2
]}

机构：

[1] CSIC, Inst Quim Med, E-28006 Madrid, Spain

[2] Univ Paul Cezanne, ISM2, UMR 6263, F-13397 Marseille 20, France

来源：

COMPUTATIONAL AND THEORETICAL CHEMISTRY | 2011年 / 966卷 / 1-3期

关键词：

Bipyridines; B3LYP; GIAO; Protonation; NMR; Barriers; CAMBRIDGE STRUCTURAL DATABASE; MOLECULAR-ORBITAL METHODS; N-15; CHEMICAL-SHIFTS; CRYSTAL STRUCTURE; PROTON-TRANSFER; 2,2'-BIPYRIDINE DERIVATIVES; COORDINATION SHIFTS; CHLORIDE COMPLEXES; TORSIONAL BARRIERS; GAS-PHASE;

D O I：

10.1016/j.comptc.2011.03.034

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A theoretical study at the B3LYP/6-311++G(d,p) level has been carried out on 2,2'-, 3,3'- and 4,4'-bipyridines, as well as on their monoprotonated and diprotonated forms. The geometries, torsion angles, and the energies of the minima and transition states have been calculated with good agreement with previous calculations and with most of the scarce available data. The absolute shieldings were calculated on these geometries using the GIAO approximation and transformed into chemical shifts using previously established relationships. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：334 / 339

页数：6

共 68 条

[61] Experimental measurements and theoretical calculations of the chemical shifts and coupling constants of three azines (benzalazine, acetophenoneazine and cinnamaldazine) [J].