Tunable Crystallinity and Charge Transfer in Two-Dimensional G-Quadruplex Organic Frameworks

Yi Lin Wu, N. Scott Bobbitt, Jenna L. Logsdon, Natalia E. Powers-Riggs, Jordan N. Nelson, Xiaolong Liu, Timothy C. Wang, Randall Q. Snurr, Joseph T. Hupp, Omar K. Farha, Mark C. Hersam, Michael R. Wasielewski

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

DNA G-quadruplex structures were recently discovered to provide reliable scaffolding for two-dimensional organic frameworks due to the strong hydrogen-bonding ability of guanine. Herein, 2,7-diaryl pyrene building blocks with high HOMO energies and large optical gaps are incorporated into G-quadruplex organic frameworks. The adjustable substitution on the aryl groups provides an opportunity to elucidate the framework formation mechanism; molecular non-planarity is found to be beneficial for restricting interlayer slippage, and the framework crystallinity is highest when intermolecular interaction and non-planarity strike a fine balance. When guanine-functionalized pyrenes are co-crystallized with naphthalene diimide, charge-transfer (CT) complexes are obtained. The photophysical properties of the pyrene-only and CT frameworks are characterized by UV/Vis and steady-state and time-resolved photoluminescence spectroscopies, and by EPR spectroscopy for the CT complex frameworks.

Original languageEnglish
Pages (from-to)3985-3989
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number15
DOIs
Publication statusPublished - Apr 3 2018

Keywords

  • G-quadruplexes
  • charge-transfer complexes
  • crystal engineering
  • organic frameworks
  • self-assembly

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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    Wu, Y. L., Bobbitt, N. S., Logsdon, J. L., Powers-Riggs, N. E., Nelson, J. N., Liu, X., Wang, T. C., Snurr, R. Q., Hupp, J. T., Farha, O. K., Hersam, M. C., & Wasielewski, M. R. (2018). Tunable Crystallinity and Charge Transfer in Two-Dimensional G-Quadruplex Organic Frameworks. Angewandte Chemie - International Edition, 57(15), 3985-3989. https://doi.org/10.1002/anie.201800230