Synthesis and photoreaction of polymethyl substituted [2.2] metaparacyclophanes

Bigyan Sharma, Kazuya Tazoe, Xing Feng, Taisuke Matsumoto, Junji Tanaka, Takehiko Yamato

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Polymethyl substituted [2.2]metaparacyclophanes were synthesized via the corresponding 2,11-dithia [3.3]metaparacyclophanes. Photooxygenation reaction of 4,5,6,12,13,15,16-heptamethyl[2.2]metaparacyclophane using a high pressure mercury lamp led to the mono-endoperoxidation of only the para benzene ring; this was attributed to the much larger degree of deformation of the para-benzene ring than of the meta-benzene ring. On the other hand, whilst irradiation of the photoreaction of 4,5,6,8,12,13,15,16-octamethyl[2.2]metaparacyclophane under the same reaction conditions produced only the bis-endoperoxide (on both the meta- and para-benzene rings).

Original languageEnglish
Pages (from-to)271-275
Number of pages5
JournalJournal of Molecular Structure
Volume1037
DOIs
Publication statusPublished - Apr 10 2013

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

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