Issue 1, 2010

Symmetry and polar-π effects on the dynamics of enshrouded aryl-alkyne molecular rotors

Abstract

The central ring of a 1,4-bis(arylethynyl)arene (ditolan) can be viewed as a molecular rotor with an extremely low barrier to rotation in the gas phase or solution. The torsional energy profile of that ring is shown to be dependent on the relative conformation of the end capping arenes. When the capping arenes are sterically bulky m-terphenyl units, it is possible to rationalize the conformational dynamics of the central ring by a factorization analysis, involving perturbation of the basic torsional energy profile by polar-π, and dispersion interactions between the flanking rings of the cap and the central ring of the ditolan. The symmetry of the construct can modulate the effect of these interactions. These principles apply to the design of materials in which a steric shroud excludes packing distortions.

Graphical abstract: Symmetry and polar-π effects on the dynamics of enshrouded aryl-alkyne molecular rotors

Supplementary files

Article information

Article type
Edge Article
Submitted
10 Jan 2010
Accepted
06 Apr 2010
First published
24 May 2010

Chem. Sci., 2010,1, 102-110

Symmetry and polar-π effects on the dynamics of enshrouded aryl-alkyne molecular rotors

A. R. Karim, A. Linden, K. K. Baldridge and J. S. Siegel, Chem. Sci., 2010, 1, 102 DOI: 10.1039/C0SC00117A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements