Synthesis of polymethyl substituted [2.2]metaparacyclophanes and their Lewis-acid induced isomerisation to [2.2]metacyclophanes

Tomoe Shimizu, Katsuhiro Hita, Arjun Paudel, Junji Tanaka, Takehiko Yamato

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The preparation of polymethyl substituted [2.2]metaparacyclophanes using sulfur method and the X-ray structure determination of 4,5,6,8,12,13,15,16- octamethyl[2.2]metaparacyclophane are described. AlCl3-MeNO 2-catalysed trans-tert-butylation of 5-tert-butyl-8,12,13,15,16- pentamethyl[2.2]metaparacyclophane in benzene led to isomerisation reaction to afford the strainless 8,12,13,14,16-pentamethyl[2.2]metacyclophane in 85% yield along with tert-butylbenzene.

Original languageEnglish
Pages (from-to)244-247
Number of pages4
JournalJournal of Chemical Research
Issue number4
DOIs
Publication statusPublished - Apr 1 2009

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Lewis Acids
Isomerization
Benzene
Sulfur
X rays
tert-butylbenzene
aluminum chloride

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Synthesis of polymethyl substituted [2.2]metaparacyclophanes and their Lewis-acid induced isomerisation to [2.2]metacyclophanes. / Shimizu, Tomoe; Hita, Katsuhiro; Paudel, Arjun; Tanaka, Junji; Yamato, Takehiko.

In: Journal of Chemical Research, No. 4, 01.04.2009, p. 244-247.

Research output: Contribution to journalArticle

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AU - Tanaka, Junji

AU - Yamato, Takehiko

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