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Covalent reinforcement of hydrogen-bonded discs into stably folded helical structures

  • Zhongzhu Chen
  • , Nathaniel D. Urban
  • , Yi Gao
  • , Wenrui Zhang
  • , Jingen Deng
  • , Jin Zhu
  • , Xiao Cheng Zeng
  • , Bing Gong
  • CAS - Chengdu Institute of Organic Chemistry
  • University of Chinese Academy of Sciences
  • SUNY Buffalo
  • University of Nebraska-Lincoln

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

The presence of covalent tethers significantly enhanced the stability of structures consisting of helically arranged benzenetricarboxamide units that otherwise undergo very weak hydrogen-bonding interaction. The resultant molecular structures were probed by computational study, which predicted folded conformations consisting of helically arranged discs. Experimental studies confirmed the H-bonding interaction between the disk units, the monomeric nature of the corresponding molecules in solution, and the helical conformations of such molecules.

Original languageEnglish
Pages (from-to)4008-4011
Number of pages4
JournalOrganic Letters
Volume13
Issue number15
DOIs
StatePublished - Aug 5 2011

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