Activation-Enabled Syntheses of Functionalized Pillar[5]arene Derivatives

Jie Han, Xisen Hou, Chenfeng Ke, Huacheng Zhang, Nathan L. Strutt, Charlotte L. Stern, J. Fraser Stoddart*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

A series of regioselective di- and trifunctionalized pillar[5]arene derivatives have been synthesized by a deprotection-followed-by-activation strategy, and their constitutions have been established as a result of having access to their solid-state structures. De-O-methylation occurs in a stepwise manner at lower temperatures under kinetic control, affording the desired oligo-substituted pillar[5]arene derivatives. In addition, the regioisomers of these derivatives can be isolated by installing triflate groups on the free hydroxyl groups. (Chemical Equation Presented).

Original languageEnglish (US)
Pages (from-to)3260-3263
Number of pages4
JournalOrganic Letters
Volume17
Issue number13
DOIs
StatePublished - Jul 2 2015

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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