Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 15, Pages 3985-3989Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201800230
Keywords
charge-transfer complexes; crystal engineering; G-quadruplexes; organic frameworks; self-assembly
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Funding
- Chemical Sciences, Geosciences, and Biosciences Division, Office of Basic Energy Sciences, DOE [DE-FG02-99ER14999, DE-FG02-17ER16362, DE-FG02-87ER13808]
- NSF Graduate Research Fellowship
- Office of Science of the U.S. Department of Energy [DE-AC02-05CH11231]
- Office of the Provost, and Northwestern University Information Technology
- Office for Research, and Northwestern University Information Technology
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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.
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