Facile synthesis of picene from 1,2-Di(1-naphthyl)ethane by 9-fluorenone-sensitized photolysis

Hideki Okamoto, Minoru Yamaji, Shin Gohda, Yoshihiro Kubozono, Noriko Komura, Kaori Sato, Hisako Sugino, Kyosuke Satake

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

A facile formation of picene was achieved by photosensitization of 1,2-di(1-naphthyl)ethane using 9-fluorenone as a sensitizer. This sensitized photoreaction is the first photochemical cyclization of ethylene-bridged naphthalene moieties to afford the picene skeleton. 5,8-Dibromopicene, prepared by this procedure using 1,2-di[1-(4-bromonaphthyl)]ethane as the substrate, was readily converted to novel functionalized picenes by conventional substitution and cross-coupling reactions.

Original languageEnglish
Pages (from-to)2758-2761
Number of pages4
JournalOrganic Letters
Volume13
Issue number10
DOIs
Publication statusPublished - May 20 2011

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Facile synthesis of picene from 1,2-Di(1-naphthyl)ethane by 9-fluorenone-sensitized photolysis'. Together they form a unique fingerprint.

  • Cite this