{"title":"Synthesis and crystal structure of 5,10-bis-(phenyl-sulfon-yl)tetra-hydro-dibenzo-penta-lene.","authors":"Toshiki Sakami, Hikaru Watanabe, Takuma Sato, Yasuhiro Okuda, Kan Wakamatsu, Haruo Akashi, Akihiro Orita","doi":"10.1107/S205698902500060X","DOIUrl":null,"url":null,"abstract":"<p><p>5,10-Bis(phenyl-sulfon-yl)tetra-hydro-dibenzo-penta-lene, C<sub>28</sub>H<sub>22</sub>O<sub>4</sub>S<sub>2</sub>, <b>1</b>, was suc-cessfully synthesized <i>via</i> the photocatalyst-promoted hy-dro-genative transannulation of di-sulfonyl-cyclo-octa-tetra-ene, <b>2</b>, using perylene as the photocatalyst in the presence of (<i>i</i>-Pr)<sub>2</sub>NEt under UV-light irradiation (398 nm, 30 W). In this reaction, the cyclo-octa-tetra-ene moiety of <b>2</b> underwent hy-dro-genative transannulation, yielding <b>1</b>. Single-crystal X-ray analysis revealed that both enanti-omers of <b>1</b> are arranged alternately along the <i>a</i> 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 <i>exo</i> positions relative to the V-shaped array.</p>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 Pt 2","pages":"172-176"},"PeriodicalIF":0.5000,"publicationDate":"2025-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11799786/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Acta Crystallographica Section E: Crystallographic Communications","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1107/S205698902500060X","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/1 0:00:00","PubModel":"eCollection","JCR":"Q4","JCRName":"CRYSTALLOGRAPHY","Score":null,"Total":0}
引用次数: 0
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.
期刊介绍:
Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.