Volume 57, Issue 15 pp. 3985-3989
Communication

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

Prof. Yi-Lin Wu

Corresponding Author

Prof. Yi-Lin Wu

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

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Dr. N. Scott Bobbitt

Dr. N. Scott Bobbitt

Department of Chemical & Biological Engineering, Northwestern University, Evanston, IL, USA

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Jenna L. Logsdon

Jenna L. Logsdon

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

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Natalia E. Powers-Riggs

Natalia E. Powers-Riggs

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

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Jordan N. Nelson

Jordan N. Nelson

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

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Xiaolong Liu

Xiaolong Liu

Applied Physics Graduate Program, Northwestern University, Evanston, IL, USA

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Timothy C. Wang

Timothy C. Wang

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

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Prof. Randall Q. Snurr

Prof. Randall Q. Snurr

Department of Chemical & Biological Engineering, Northwestern University, Evanston, IL, USA

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Prof. Joseph T. Hupp

Prof. Joseph T. Hupp

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

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Prof. Omar K. Farha

Prof. Omar K. Farha

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

Department of Chemistry, King Abdulaziz University, Jeddah, Saudi Arabia

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Prof. Mark C. Hersam

Prof. Mark C. Hersam

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

Applied Physics Graduate Program, Northwestern University, Evanston, IL, USA

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Prof. Michael R. Wasielewski

Corresponding Author

Prof. Michael R. Wasielewski

Department of Chemistry, Argonne-Northwestern Solar Energy Research (ANSER) Center, and Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, IL, USA

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First published: 09 February 2018
Citations: 27

Graphical Abstract

Crystal packing on a rugged surface: non-planar molecular building blocks restrict the interlayer slippage and modulate dispersion interactions for the formation of 2D G-quadruplex organic frameworks. Charge-transfer complexes can be obtained when size-matched building blocks of similar nonplanarity are co-crystallized.

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.

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