Fused corrole dimers interconvert between nonaromatic and aromatic states through two-electron redox reactions

Shota Ooi; Takayuki Tanaka; Kyu Hyung Park; Sangsu Lee; Dongho Kim; Atsuhiro Osuka

doi:10.1002/anie.201411242

Fused corrole dimers interconvert between nonaromatic and aromatic states through two-electron redox reactions

Shota Ooi, Takayuki Tanaka, Kyu Hyung Park, Sangsu Lee, Dongho Kim, Atsuhiro Osuka

Department of Chemistry

Research output: Contribution to journal › Article

32 Citations (Scopus)

Abstract

A singly linked corrole dimer was synthesized by condensation of a dipyrromethane-1-carbinol with 1,1,2,2-tetrapyrroethane. Oxidation of the dimer gave doubly linked corrole dimers 9 and 10 as the first examples of fused corrole dimers involving a meso-meso linkage. Dimers 9 and 10 exhibit characteristic ¹H NMR spectra, absorption spectra, excited-state dynamics, and two-photon absorption (TPA) values, which indicate the nonaromatic nature of 9 and the aromatic nature of 10. Interestingly, 9 is fairly stable despite its unusual 2H-corrole structure, which has been ascribed to the presence of two direct connections between the individual corrole units.

Original language	English
Pages (from-to)	3107-3111
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	10
DOIs	https://doi.org/10.1002/anie.201411242
Publication status	Published - 2015 Mar 2

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)

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Ooi, S., Tanaka, T., Park, K. H., Lee, S., Kim, D., & Osuka, A. (2015). Fused corrole dimers interconvert between nonaromatic and aromatic states through two-electron redox reactions. Angewandte Chemie - International Edition, 54(10), 3107-3111. https://doi.org/10.1002/anie.201411242

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AU - Osuka, Atsuhiro

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