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

4 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

Fingerprint

Pyrene
Charge transfer
Guanine
Pyrenes
Photoluminescence spectroscopy
Naphthalene
Paramagnetic resonance
Hydrogen bonds
DNA
Substitution reactions
Spectroscopy
pyrene

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Tunable Crystallinity and Charge Transfer in Two-Dimensional G-Quadruplex Organic Frameworks. / Wu, Yi Lin; Bobbitt, N. Scott; Logsdon, Jenna L.; Powers-Riggs, Natalia E.; Nelson, Jordan N.; Liu, Xiaolong; Wang, Timothy C.; Snurr, Randall Q.; Hupp, Joseph T; Farha, Omar K.; Hersam, Mark C; Wasielewski, Michael R.

In: Angewandte Chemie - International Edition, Vol. 57, No. 15, 03.04.2018, p. 3985-3989.

Research output: Contribution to journalArticle

Wu, YL, Bobbitt, NS, Logsdon, JL, Powers-Riggs, NE, Nelson, JN, Liu, X, Wang, TC, Snurr, RQ, Hupp, JT, Farha, OK, Hersam, MC & Wasielewski, MR 2018, 'Tunable Crystallinity and Charge Transfer in Two-Dimensional G-Quadruplex Organic Frameworks', Angewandte Chemie - International Edition, vol. 57, no. 15, pp. 3985-3989. https://doi.org/10.1002/anie.201800230
Wu, Yi Lin ; Bobbitt, N. Scott ; Logsdon, Jenna L. ; Powers-Riggs, Natalia E. ; Nelson, Jordan N. ; Liu, Xiaolong ; Wang, Timothy C. ; Snurr, Randall Q. ; Hupp, Joseph T ; Farha, Omar K. ; Hersam, Mark C ; Wasielewski, Michael R. / Tunable Crystallinity and Charge Transfer in Two-Dimensional G-Quadruplex Organic Frameworks. In: Angewandte Chemie - International Edition. 2018 ; Vol. 57, No. 15. pp. 3985-3989.
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