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Helic[6]arene‐Based Chiral Pseudo[1]rotaxanes and [1]Rotaxanes.
- Source :
-
Chemistry - A European Journal . 1/13/2022, Vol. 28 Issue 3, p1-6. 6p. - Publication Year :
- 2022
-
Abstract
- Chiral pseudo[1]rotaxanes and [1]rotaxanes constructed from macrocyclic arenes still remain a big challenge mainly owing to the lack of such chiral macrocycles. In this work, a new system of chiral pseudo[1]rotaxanes formed by self‐inclusion of helic[6]arene containing amide linked with the terminal tertiary amines was first discovered. Based on an atom‐economic stopping strategy, a pair of chiral [1]rotaxanes were conveniently obtained in almost quantitative yields by blocking the pseudo[1]rotaxanes with monobenzyl bromide of tetraphenylethene. The structures of pseudo[1]rotaxanes and [1]rotaxanes were characterized by 2D NMR spectra in solution, combined with DFT calculations. The photophysical properties further revealed the efficient chirality transfer of helic[6]arene to the tetraphenylethene moiety, compared to their unthreaded chiral isomers. The discovery of the chiral pseudo[1]rotaxanes allows for a wide and available synthesis of chiral [1]rotaxanes, and also opening a new avenue to the design of chiral supramolecular materials. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ROTAXANES
*TERTIARY amines
*MACROCYCLIC compounds
*CHIRALITY
Subjects
Details
- Language :
- English
- ISSN :
- 09476539
- Volume :
- 28
- Issue :
- 3
- Database :
- Academic Search Index
- Journal :
- Chemistry - A European Journal
- Publication Type :
- Academic Journal
- Accession number :
- 154690523
- Full Text :
- https://doi.org/10.1002/chem.202104024