meso-Cumulenic 2H-Corroles from meso-Ethynyl-3H-corroles
Kento Ueta1, Koji Naoda1, Shota Ooi1
1Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
Abstract:
Alkynyl-substituted 3H-corrole 9 a was converted to [3]cumulenic 2H-corrole 10 a by treatment with trimethylsilyl chloride (TMSCl), and 1,3-butadiyne-bridged 3H-corrole dimer 11 b was transformed into [5]cumulene-bridged 2H-corrole dimer 12 b by oxidation with PbO2 . Both 10 a and 12 b were metalated to form ZnII complexes 10 a-Zn and 12 b-Zn. The structures of 10 a-Zn and 12 b-Zn show planar conformations with bond-length alternations that are analogous to those of tetraaryl [n]cumulenes. The cumulenic corrole dimers 12 b and 12 b-Zn display large NIR absorption bands in the range of 700-1400 nm (maximum ϵ≈1.0×105 m-1 cm-1 ) owing to the effective π-conjugation between the two corrole units through the [5]cumulene bridge.
More Related Videos
07:12Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Related Concept Videos
2D NMR: Homonuclear Correlation Spectroscopy (COSY)
2D NMR: Overview of Heteronuclear Correlation Techniques
Disubstituted Cyclohexanes: cis-trans Isomerism
In cyclohexane, the substituents can occupy different positions generating distinct isomers....
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Benzene to Phenol via Cumene: Hock Process
Oxymercuration-Reduction of Alkenes
