Cyclobishelicenes: Shape-Persistent Figure-Eight Aromatic Molecules with Promising Chiroptical Properties
Language
EN
Article de revue
This item was published in
Chemistry (Weinheim an der Bergstrasse, Germany). 2019, vol. 25, n° 63, p. 14364-14369
English Abstract
Cyclobis[n]helicenes (n=3 or 5) are chiral D2 -symmetric pi-conjugated macrocycles with stable lemniscular, or figure-eight, shapes. The conformational analysis of five different cyclobis[n]helicenes revealed that these ...Read more >
Cyclobis[n]helicenes (n=3 or 5) are chiral D2 -symmetric pi-conjugated macrocycles with stable lemniscular, or figure-eight, shapes. The conformational analysis of five different cyclobis[n]helicenes revealed that these molecules can only exist as their lemniscular conformers with high barriers to enantiomerization (>200 kJmol-1 ). The enantiomers of a cyclobis[5]helicene were resolved by HPLC and their unusual chiroptical properties were attributed to the inherent chirality of their macrocyclic figure-eight.Read less <
English Keywords
aromatic compounds
chirality
chiroptical properties
conformation analysis
helical structures