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

Research output: Contribution to journalArticle

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

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Chen, Z., Urban, N. D., Gao, Y., Zhang, W., Deng, J., Zhu, J., Zeng, X. C., & Gong, B. (2011). Covalent reinforcement of hydrogen-bonded discs into stably folded helical structures. Organic Letters, 13(15), 4008-4011. https://doi.org/10.1021/ol201526g