Synthesis and crystal structure of 5,10-bis-(phenyl-sulfon-yl)tetra-hydro-dibenzo-penta-lene.

ABSTRACT: 5,10-Bis(phenyl-sulfon-yl)tetra-hydro-dibenzo-penta-lene, C₂₈H₂₂O₄S₂, 1, was suc-cessfully synthesized via the photocatalyst-promoted hy-dro-genative transannulation of di-sulfonyl-cyclo-octa-tetra-ene, 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 cyclo-octa-tetra-ene moiety of 2 underwent hy-dro-genative transannulation, yielding 1. Single-crystal X-ray analysis revealed that both enanti-omers 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 phenyl-ene rings. Additionally, a pair of phenyl-sulfonyl groups were observed at the exo positions relative to the V-shaped array.

SUBMITTER: Sakami T 

PROVIDER: S-EPMC11799786 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature