Conjugation Paths in Oxatriphyrin(2.1.1) - C2 Bridge Modifications
Kevin Dalberto1,2, Krzysztof Dzieszkowski1, Łukasz Orzeł1
1Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387, Kraków, Poland.
Abstract:
An efficiency of delocalization in strongly conjugated systems remains an important factor crucial for modulation of the optical properties directly correlated with its range. An ortho-substituted phenylene derivative bearing electron donating/accepting functionality was built-in a fully unsaturated macrocyclic system with a global delocalization of a diatropic and/or a paratropic current. A precisely located structural modification influence observed behaviour in spectroscopic parameters that are only slightly recognizable in 4n+2 systems but showing a significant influence on the reduced derivatives with a contribution of 4n π-electrons delocalization path.
More Related Videos
Related Concept Videos
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Phase II Conjugation Reactions: Overview
Thermal and Photochemical Electrocyclic Reactions: Overview
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Cycloaddition Reactions: Overview


