Sumanene Hexaester: An Electron-Deficient Buckybowl

Abstract 2,3,5,6,8,9-Hexakis(phenoxycarbonyl)sumanene, a hexa­substituted sumanene with CO 2 Ph groups at the peripheral aromatic carbons, was successfully prepared in good yield by Pd-catalyzed phenoxycarbonylation­ using a solvent of phenyl formate. Single-crystal X-ray structural analysis of this...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2019-12, Vol.51 (24), p.4576-4581
Main Authors: Toda, Hideaki, Uetake, Yuta, Yakiyama, Yumi, Nakazawa, Hironobu, Kajitani, Takashi, Fukushima, Takanori, Sakurai, Hidehiro
Format: Article
Language:English
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Summary:Abstract 2,3,5,6,8,9-Hexakis(phenoxycarbonyl)sumanene, a hexa­substituted sumanene with CO 2 Ph groups at the peripheral aromatic carbons, was successfully prepared in good yield by Pd-catalyzed phenoxycarbonylation­ using a solvent of phenyl formate. Single-crystal X-ray structural analysis of this compound revealed the formation of a one-dimensional columnar structure, stacked in a staggered manner. The UV and emission spectra of this showed clear red-shifts compared with those of pristine sumanene, indicating the extension of the conjugation system.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0039-1690206