Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[,16.02,6.08,12]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate

Wayland E. Noland, Neil J. Kroll, Matthew P. Huisenga, Ruixian A. Yue, Simon B. Lang, Nathan D. Klein, Kenneth J. Tritch

Research output: Contribution to journalArticlepeer-review

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The title tetrone compound, C32H22N2O4S· 0.5C8H10, is the major product (50% yield) of an attempted Diels-Alder reaction of 2-(α-styryl)thiophene with N-phenylmaleimide (2 equivalents) in toluene. Recrystallization of the resulting powder from p-xylene gave the title hemisolvate; the p-xylene molecule is located about an inversion center. In the crystal, the primary tetrone contacts are between a carbonyl O atom and the four flagpole H atoms of the bicyclo[2.2.2]octene core, forming chains along [001].

Original languageEnglish (US)
Pages (from-to)550-554
Number of pages5
JournalActa Crystallographica Section E: Structure Reports Online
Issue number12
StatePublished - Dec 1 2014


  • autoxidation
  • crystal structure
  • cycloaddition
  • double addition
  • thiophene

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