@article{oai:nagoya.repo.nii.ac.jp:00030135, author = {Yamashita, Daisuke and Omori, Hiroto and Fukui, Norihito and Shinokubo, Hiroshi}, issue = {01n03}, journal = {Journal of Porphyrins and Phthalocyanines}, month = {Mar}, note = {We have successfully prepared 5-aza-15-thiaporphyrin through nucleophilic sulfination of nitrogen-bridged dibromobisdipyrrin with sodium sulfide. X-ray diffraction analysis elucidated its structure in the solid state: two dipyrrin subunits were roughly coplanar around the sp^2-hybridized meso-nitrogen. In contrast, they adopted a folded conformation around the meso-sulfur atom. Due to its relatively distorted structure, 5-aza-15-thiaporphyrin shows weak antiaromaticity in the magnetic criteria. The sulfur atom was oxidized with m-chloroperbenzoic acid to provide 5-aza-15-thiaporphyrin S-dioxide in good yield. While 5-aza-15-thiaporphyrin was non-emissive, its S-dioxide exhibited fluorescence in solution., ファイル公開:2021/03/01}, pages = {84--89}, title = {Synthesis and properties of 5-aza-15-thiaporphyrins}, volume = {24}, year = {2020} }