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Disubstituted Cyclohexanes: cis-trans Isomerism02:37

Disubstituted Cyclohexanes: cis-trans Isomerism

13.9K
Depending upon the different spatial orientation of the substituents, the disubstituted cycloalkanes exhibit two types of stereoisomers. The cis isomers have the substituents on the same side of the ring, whereas the trans isomers have the substituents on the opposite sides. These stereoisomers exhibit different physical properties and cannot be interconverted without breaking the carbon-carbon bonds.
In cyclohexane, the substituents can occupy different positions generating distinct isomers....
13.9K
Isomerism in Alkenes02:01

Isomerism in Alkenes

14.7K
Alkenes like 1-butene and 2-butene exhibit constitutional isomerism, as they differ in the position of the double bond. Further, 2-butene exhibits stereoisomerism and exists as two distinct compounds differing in spatial arrangement.
An isomer is called cis-2-butene when the methyl groups are on the same side of the double bond, and the other stereoisomer, in which methyl groups are on the opposite side of the double bond, is called trans-2-butene. The cis and trans stereoisomers are not...
14.7K
Polymer Classification: Stereospecificity01:26

Polymer Classification: Stereospecificity

3.1K
Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...
3.1K
Conformations of Cyclohexane02:11

Conformations of Cyclohexane

15.1K
Cyclohexane does not exist in a planar form due to the high angle and torsional strain it would experience in the planar structure. Instead, it adopts non-planar chair and boat conformations.
The chair form is the most stable and derives its name from its resemblance to the “easy chair.” In the chair conformation, two carbon atoms are arranged out-of-plane — one above and one below, minimizing the torsional strain. In the chair form, the bond angle is very close to the ideal...
15.1K
Stereoisomerism02:52

Stereoisomerism

13.8K
Isomerism in Complexes
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...
13.8K
Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

10.9K
In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
10.9K

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Related Experiment Video

Updated: Jan 14, 2026

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
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Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives

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Isomer geometry controls local mobility in azopolymers: coarse-grained simulation insights.

Cristian Balbuena1

  • 1Institute of Materials Science and Technology (INTEMA), University of Mar del Plata and National Research Council (CONICET), Colón 10850, 7600 Mar del Plata, Argentina. cbalbuena@fi.mdp.edu.ar.

Soft Matter
|January 13, 2026
PubMed
Summary

Azobenzene isomer identity influences polymer dynamics. Cis-azobenzene shortens relaxation times and lowers the glass transition temperature compared to trans-azobenzene, indicating localized dynamic facilitation.

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Area of Science:

  • Polymer Physics
  • Materials Science
  • Computational Chemistry

Background:

  • Azobenzene-containing polymers are photoresponsive materials.
  • Understanding isomer-specific effects on polymer dynamics is crucial for material design.
  • Previous studies often involve photoisomerization or covalent attachment, limiting insights into intrinsic isomer effects.

Purpose of the Study:

  • To investigate how azobenzene isomer identity (cis vs. trans) affects polymer dynamics without photoisomerization or covalent bonding.
  • To elucidate the microscopic origins of isomer-dependent polymer behavior in a guest-host system.
  • To establish a baseline understanding of geometry-only effects on polymer dynamics.

Main Methods:

  • Coarse-grained molecular dynamics simulations were employed.
  • Segmental relaxation was quantified using the incoherent intermediate scattering function.
  • Vogel-Fulcher-Tammann fitting was used to determine relaxation times and glass transition temperatures.
  • Voronoi analysis and isoconfigurational ensemble methods were utilized.

Main Results:

  • Global polymer structure (density, pair correlations) was insensitive to azobenzene isomer identity.
  • Cis-azobenzene systems exhibited shorter relaxation times and lower glass transition temperatures than trans-azobenzene systems.
  • Voronoi analysis indicated larger free volume around cis-azobenzene at low temperatures, and monomers near cis-azobenzene were more mobile.

Conclusions:

  • Azobenzene isomer identity locally modulates polymer dynamics, suggesting a dynamic facilitation mechanism.
  • The observed differences are attributed to localized effects rather than homogeneous free-volume changes.
  • This study provides a geometry-dependent baseline for understanding light-driven mass transport in azobenzene materials.