Work

Chemical Oxidation Induced Aromaticity Switching of E-Ethylene Bridged [38] Octaphyrin (1.2.1.0.1.2.1.0) with NIR Absorption

Year: 2024

Type: article

Abstract: We report the syntheses, spectroscopic analyses, and solid-state structural evidence of a quasi-planar aromatic [38] E -ethylene bridged octaphyrin (1.2.1.0.1.2.1.0) exhibiting NIR absorption. The chemical oxidation using an appropriate oxidant led to unique π reconstruction via amine-imine conversion and/or C-oxygenation of the inverted thiophene rings resulting in weakly antiaromatic or nonaromatic [36] octaphyrins with preserved E -conformation of the ethylene moieties. The aromatic nature of the studied octaphyrins is supported by GIMIC calculations of the magnetically induced ring current density.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c04203

Authors: Sumit Sahoo, Pallab Chatterjee, Daniel Blasco, Dage Sundholm, Harapriya Rath

Institutions: Indian Association for the Cultivation of Science, University of Helsinki

Language: English

Topic: Porphyrin and Phthalocyanine Chemistry

Subfield: Materials Chemistry

Field: Materials Science

Domain: Physical Sciences

Open Access status: green

Funders: University Grants Commission, Academy of Finland, Science and Engineering Research Board, Indian Association for the Cultivation of Science

Awards: G1131398718, Optical and photophysical properties of luminescent coinage-metal compounds