Synthesis and Structure of a Propeller-Shaped Polycyclic Aromatic Hydrocarbon Containing Seven-Membered Rings

Kazuya Kawai, Kenta Kato, Lingqing Peng, Yasutomo Segawa, Lawrence T. Scott, Kenichiro Itami

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

The synthesis and structure of a C3-symmetric propeller-shaped polycyclic aromatic hydrocarbon that bears three seven-membered rings is reported. The synthesis was accomplished in three steps from benzo[c]naphtho[2,1-p]chrysene, including a Pd-catalyzed intramolecular C-H arylation for the formation of the seven-membered rings. The combination of the helicities (P/M) of the three seven-membered-ring moieties and three [4]helicene moieties affords 24 possible conformers, and two relatively stable conformations were observed by 1H NMR spectroscopy.

Original languageEnglish
Pages (from-to)1932-1935
Number of pages4
JournalOrganic Letters
Volume20
Issue number7
DOIs
Publication statusPublished - 2018 Apr 6
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis and Structure of a Propeller-Shaped Polycyclic Aromatic Hydrocarbon Containing Seven-Membered Rings'. Together they form a unique fingerprint.

Cite this