Synthesis and crystal structure of 5,10-bis(phenylsulfonyl)tetrahydrodibenzopentalene

5,10-Bis(phenylsulfonyl)tetrahydrodibenzopentalene, C28H22O4S2, 1, was successfully synthesized via the photocatalyst-promoted hydrogenative transannulation of disulfonylcyclooctatetraene, 2, using perylene as the photocatalyst in the presence of (i-Pr)2NEt under UV-light irradiation (398 nm, 30 W)....

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Bibliographic Details
Main Authors: Toshiki Sakami, Hikaru Watanabe, Takuma Sato, Yasuhiro Okuda, Kan Wakamatsu, Haruo Akashi, Akihiro Orita
Format: Article
Language:English
Published: International Union of Crystallography 2025-02-01
Series:Acta Crystallographica Section E: Crystallographic Communications
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Online Access:https://journals.iucr.org/paper?S205698902500060X
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Summary:5,10-Bis(phenylsulfonyl)tetrahydrodibenzopentalene, C28H22O4S2, 1, was successfully synthesized via the photocatalyst-promoted hydrogenative transannulation of disulfonylcyclooctatetraene, 2, using perylene as the photocatalyst in the presence of (i-Pr)2NEt under UV-light irradiation (398 nm, 30 W). In this reaction, the cyclooctatetraene moiety of 2 underwent hydrogenative transannulation, yielding 1. Single-crystal X-ray analysis revealed that both enantiomers of 1 are arranged alternately along the a axis of the unit cell. The structure features a wide V-shaped motif consisting of 6–5–5–6 fused rings, with a dihedral angle of approximately 97.2° between the planes of the terminal phenylene rings. Additionally, a pair of phenylsulfonyl groups were observed at the exo positions relative to the V-shaped array.
ISSN:2056-9890