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 journalArticle

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

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Benzene
Mercury vapor lamps
Irradiation

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Synthesis and photoreaction of polymethyl substituted [2.2] metaparacyclophanes. / Sharma, Bigyan; Tazoe, Kazuya; Feng, Xing; Matsumoto, Taisuke; Tanaka, Junji; Yamato, Takehiko.

In: Journal of Molecular Structure, Vol. 1037, 10.04.2013, p. 271-275.

Research output: Contribution to journalArticle

Sharma, Bigyan ; Tazoe, Kazuya ; Feng, Xing ; Matsumoto, Taisuke ; Tanaka, Junji ; Yamato, Takehiko. / Synthesis and photoreaction of polymethyl substituted [2.2] metaparacyclophanes. In: Journal of Molecular Structure. 2013 ; Vol. 1037. pp. 271-275.
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AU - Feng, Xing

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AU - Tanaka, Junji

AU - Yamato, Takehiko

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