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

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

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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 2009

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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