Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials

Allison M. Rice; Ekaterina A. Dolgopolova; Brandon J. Yarbrough; Gabrielle A. Leith; Corey R. Martin; Kenneth S. Stephenson; Rebecca A. Heugh; Amy J. Brandt; Donna A. Chen; Stavros G. Karakalos; Mark D. Smith; Kelsey B. Hatzell; Perry J. Pellechia; Sophya Garashchuk; Natalia B. Shustova

doi:10.1002/anie.201806202

Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials

Allison M. Rice, Ekaterina A. Dolgopolova, Brandon J. Yarbrough, Gabrielle A. Leith, Corey R. Martin, Kenneth S. Stephenson, Rebecca A. Heugh, Amy J. Brandt, Donna A. Chen, Stavros G. Karakalos, Mark D. Smith, Kelsey B. Hatzell, Perry J. Pellechia, Sophya Garashchuk, Natalia B. Shustova

Research output: Contribution to journal › Article › peer-review

36 Scopus citations

Abstract

We report the first examples of purely organic donor–acceptor materials with integrated π-bowls (πBs) that combine not only crystallinity and high surface areas but also exhibit tunable electronic properties, resulting in a four-orders-of-magnitude conductivity enhancement in comparison with the parent framework. In addition to the first report of alkyne–azide cycloaddition utilized for corannulene immobilization in the solid state, we also probed the charge transfer rate within the Marcus theory as a function of mutual πB orientation for the first time, as well as shed light on the density of states near the Fermi edge. These studies could foreshadow new avenues for πB utilization for the development of optoelectronic devices or a route for highly efficient porous electrodes.

Original language	English (US)
Pages (from-to)	11310-11315
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	35
DOIs	https://doi.org/10.1002/anie.201806202
State	Published - Aug 27 2018
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

Keywords

conductivity
corannulene
covalent organic frameworks
photophysics
theoretical calculations

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10.1002/anie.201806202

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Rice, A. M., Dolgopolova, E. A., Yarbrough, B. J., Leith, G. A., Martin, C. R., Stephenson, K. S., Heugh, R. A., Brandt, A. J., Chen, D. A., Karakalos, S. G., Smith, M. D., Hatzell, K. B., Pellechia, P. J., Garashchuk, S., & Shustova, N. B. (2018). Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials. Angewandte Chemie - International Edition, 57(35), 11310-11315. https://doi.org/10.1002/anie.201806202

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title = "Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials",

abstract = "We report the first examples of purely organic donor–acceptor materials with integrated π-bowls (πBs) that combine not only crystallinity and high surface areas but also exhibit tunable electronic properties, resulting in a four-orders-of-magnitude conductivity enhancement in comparison with the parent framework. In addition to the first report of alkyne–azide cycloaddition utilized for corannulene immobilization in the solid state, we also probed the charge transfer rate within the Marcus theory as a function of mutual πB orientation for the first time, as well as shed light on the density of states near the Fermi edge. These studies could foreshadow new avenues for πB utilization for the development of optoelectronic devices or a route for highly efficient porous electrodes.",

keywords = "conductivity, corannulene, covalent organic frameworks, photophysics, theoretical calculations",

author = "Rice, {Allison M.} and Dolgopolova, {Ekaterina A.} and Yarbrough, {Brandon J.} and Leith, {Gabrielle A.} and Martin, {Corey R.} and Stephenson, {Kenneth S.} and Heugh, {Rebecca A.} and Brandt, {Amy J.} and Chen, {Donna A.} and Karakalos, {Stavros G.} and Smith, {Mark D.} and Hatzell, {Kelsey B.} and Pellechia, {Perry J.} and Sophya Garashchuk and Shustova, {Natalia B.}",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2018",

month = aug,

day = "27",

doi = "10.1002/anie.201806202",

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Rice, AM, Dolgopolova, EA, Yarbrough, BJ, Leith, GA, Martin, CR, Stephenson, KS, Heugh, RA, Brandt, AJ, Chen, DA, Karakalos, SG, Smith, MD, Hatzell, KB, Pellechia, PJ, Garashchuk, S & Shustova, NB 2018, 'Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials', Angewandte Chemie - International Edition, vol. 57, no. 35, pp. 11310-11315. https://doi.org/10.1002/anie.201806202

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T2 - Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials

AU - Rice, Allison M.

AU - Dolgopolova, Ekaterina A.

AU - Yarbrough, Brandon J.

AU - Leith, Gabrielle A.

AU - Martin, Corey R.

AU - Stephenson, Kenneth S.

AU - Heugh, Rebecca A.

AU - Brandt, Amy J.

AU - Chen, Donna A.

AU - Karakalos, Stavros G.

AU - Smith, Mark D.

AU - Hatzell, Kelsey B.

AU - Pellechia, Perry J.

AU - Garashchuk, Sophya

AU - Shustova, Natalia B.

PY - 2018/8/27

Y1 - 2018/8/27

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AB - We report the first examples of purely organic donor–acceptor materials with integrated π-bowls (πBs) that combine not only crystallinity and high surface areas but also exhibit tunable electronic properties, resulting in a four-orders-of-magnitude conductivity enhancement in comparison with the parent framework. In addition to the first report of alkyne–azide cycloaddition utilized for corannulene immobilization in the solid state, we also probed the charge transfer rate within the Marcus theory as a function of mutual πB orientation for the first time, as well as shed light on the density of states near the Fermi edge. These studies could foreshadow new avenues for πB utilization for the development of optoelectronic devices or a route for highly efficient porous electrodes.

KW - conductivity

KW - corannulene

KW - covalent organic frameworks

KW - photophysics

KW - theoretical calculations

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Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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