Related Experiment Video
Updated: Mar 22, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Stabilization of hexa-coordinated P(v) corroles by axial silyloxy groups
Tamal Chatterjee1, Way-Zen Lee2, Mangalampalli Ravikanth1
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India. ravikanth@chem.iitb.ac.in.
Abstract:
We report the stabilization of the hexa-coordination environment for P(v) corroles by using alkyl/aryl substituted silyloxy groups as axial ligands. The P(v) corroles are highly fluorescent in a hexa-coordination environment compared to in a penta-coordination environment. However, P(v) corroles generally undergo axial ligand dissociation to form a mixture of penta- and hexa-coordinated P(v) corroles in non-coordinating solvents such as toluene, CH2Cl2, CHCl3. The usage of moderately bulkier and electron-donating silyloxy groups helps to restrict the axial ligand dissociation of silyloxy substituted hexa-coordinated P(v) corroles in non-coordinating solvents. The crystal structure confirmed the hexa-coordination geometry for the P(v) corroles. The P(v) corroles strongly absorb and emit in the visible region, with decent quantum yields and singlet state lifetimes. The hexa-coordinated P(v) corroles are highly stable under electrochemical conditions.
Related Concept Videos
Stability of Substituted Cyclohexanes
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
Stability of Conjugated Dienes
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
Chair Conformation of Cyclohexane
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this...
Radical Reactivity: Steric Effects
Along with electronic...
Relative Stabilities of Alkenes
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.

