Electron Density of Phenoxyl and 4-Vinylphenoxyl

Background

Lignin is a large organic polymer found in plant cell walls. The monomers of lignin can dimerize to form lignan, which has been found to have antimicrobial and anticancer properties. The coupling of these monomers, whether to form lignan or lignin, is highly randomized and can not be easily predicted. However, a better understanding of lignin monomer-like molecules and the electron density of these radicalized species can help us to understand the patterns of coupling.

WebMO/Gaussian and WinSim Data

Phenoxyl	4-Vinylphenoxyl
Radical Frontier Density Diagram of Phenoxyl	Radical Frontier Density Diagram of 4-Vinylphenoxyl
Simulated ESR Spectrum of Phenoxyl	Simulated ESR Spectrum of 4-Vinylphenoxyl

Calculations

Structure	Energy in Hartree	Run Time
Phenoxyl	-306.921557301	10:53
4-Vinylphenoxyl	-384.34962674	33:31

Analysis

For both of these structures,