Related Experiment Video
Updated: Oct 23, 2025

Monitoring the Effects of Illumination on the Structure of Conjugated Polymer Gels Using Neutron Scattering
Published on: December 21, 2017
Modulation of π-stacking modes and photophysical properties of an organic semiconductor through isosteric
Gonzalo Campillo-Alvarado1, Michael Bernhardt1, Daniel W Davies1
1Department of Chemical and Biomolecular Engineering, University of Illinois Urbana-Champaign, 600 S. Mathews Avenue, Urbana, Illinois 61801, USA.
Abstract:
We report on the control of π-stacking modes (herringbone vs slipped-stack) and photophysical properties of 9,10-bis((E)-2-(pyridin-4-yl)vinyl)anthracene (BP4VA), an anthracene-based organic semiconductor (OSC), by isosteric cocrystallization (i.e., the replacement of one functional group in a coformer with another of "similar" electronic structure) with 2,4,6-trihalophenols (3X-ph-OH, where X = Cl, Br, and I). Specifically, BP4VA organizes as slipped-stacks when cocrystallized with 3Cl-ph-OH and 3Br-ph-OH, while cocrystallization with 3I-ph-OH results in a herringbone mode. The photoluminescence and molecular frontier orbital energy levels of BP4VA were effectively modulated by the presence of 3X-ph-OH through cocrystallization. We envisage that the cocrystallization of OSCs with minimal changes in cocrystal formers can provide access to convenient structural and property diversification for advanced single-crystal electronics.
More Related Videos
Related Concept Videos
Polymer Classification: Stereospecificity
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Stereoisomerism
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Stereoisomerism of Cyclic Compounds
Cationic Chain-Growth Polymerization: Mechanism

