Elucidating the Role of Aromatic Interactions in Rotational Barriers Involving Aromatic Systems

The measurement of aryl-naphthyl rotational barriers, ΔG ⧧, in various solvents for two substituted 1,8-diarylnaphthalenes by dynamic 1H NMR showed that ΔG ⧧ trends in aromatic systems can be fully rationalized only when considering the different types of aromatic interactions that can be establishe...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2012-11, Vol.77 (22), p.10422-10426
Main Authors: Lima, Carlos F. R. A. C, Gomes, Lígia R, Low, John N, Silva, Artur M. S, Santos, Luís M. N. B. F
Format: Article
Language:English
Subjects:
Chemistry
Condensed benzenic and aromatic compounds
Exact sciences and technology
General and physical chemistry
Organic chemistry
Preparations and properties
Solutions
Solvation. Solvent properties
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The measurement of aryl-naphthyl rotational barriers, ΔG ⧧, in various solvents for two substituted 1,8-diarylnaphthalenes by dynamic 1H NMR showed that ΔG ⧧ trends in aromatic systems can be fully rationalized only when considering the different types of aromatic interactions that can be established in the ground and transition states, namely, intramolecular interactions involving the aromatic rings and specific solvation interactions.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo301629y