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From the same journal

Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors

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Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors. / Sturala, Jiri; Etherington, Marc K; Bismillah, Aisha N; Higginbotham, Heather F; Trewby, William; Aguilar, Juan A; Bromley, Elizabeth H C; Avestro, Alyssa-Jennifer; Monkman, Andrew P; McGonigal, Paul R.

In: Journal of the American Chemical Society, Vol. 139, No. 49, 13.12.2017, p. 17882-17889.

Research output: Contribution to journalArticlepeer-review

Harvard

Sturala, J, Etherington, MK, Bismillah, AN, Higginbotham, HF, Trewby, W, Aguilar, JA, Bromley, EHC, Avestro, A-J, Monkman, AP & McGonigal, PR 2017, 'Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors', Journal of the American Chemical Society, vol. 139, no. 49, pp. 17882-17889. https://doi.org/10.1021/jacs.7b08570

APA

Sturala, J., Etherington, M. K., Bismillah, A. N., Higginbotham, H. F., Trewby, W., Aguilar, J. A., Bromley, E. H. C., Avestro, A-J., Monkman, A. P., & McGonigal, P. R. (2017). Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors. Journal of the American Chemical Society, 139(49), 17882-17889. https://doi.org/10.1021/jacs.7b08570

Vancouver

Sturala J, Etherington MK, Bismillah AN, Higginbotham HF, Trewby W, Aguilar JA et al. Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors. Journal of the American Chemical Society. 2017 Dec 13;139(49):17882-17889. https://doi.org/10.1021/jacs.7b08570

Author

Sturala, Jiri ; Etherington, Marc K ; Bismillah, Aisha N ; Higginbotham, Heather F ; Trewby, William ; Aguilar, Juan A ; Bromley, Elizabeth H C ; Avestro, Alyssa-Jennifer ; Monkman, Andrew P ; McGonigal, Paul R. / Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors. In: Journal of the American Chemical Society. 2017 ; Vol. 139, No. 49. pp. 17882-17889.

Bibtex - Download

@article{f8936d6aca064ea989ad7f1928c5c965,
title = "Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors",
abstract = "Small, apolar aromatic groups, such as phenyl rings, are commonly included in the structures of fluorophores to impart hindered intramolecular rotations, leading to desirable solid-state luminescence properties. However, they are not normally considered to take part in through-space interactions that influence the fluorescent output. Here, we report on the photoluminescence properties of a series of phenyl-ring molecular rotors bearing three, five, six, and seven phenyl groups. The fluorescent emissions from two of the rotors are found to originate, not from the localized excited state as one might expect, but from unanticipated through-space aromatic-dimer states. We demonstrate that these relaxed dimer states can form as a result of intra- or intermolecular interactions across a range of environments in solution and solid samples, including conditions that promote aggregation-induced emission. Computational modeling also suggests that the formation of aromatic-dimer excited states may account for the photophysical properties of a previously reported luminogen. These results imply, therefore, that this is a general phenomenon that should be taken into account when designing and interpreting the fluorescent outputs of luminescent probes and optoelectronic devices based on fluorescent molecular rotors.",
author = "Jiri Sturala and Etherington, {Marc K} and Bismillah, {Aisha N} and Higginbotham, {Heather F} and William Trewby and Aguilar, {Juan A} and Bromley, {Elizabeth H C} and Alyssa-Jennifer Avestro and Monkman, {Andrew P} and McGonigal, {Paul R}",
note = "{\textcopyright} 2017 American Chemical Society",
year = "2017",
month = dec,
day = "13",
doi = "10.1021/jacs.7b08570",
language = "English",
volume = "139",
pages = "17882--17889",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
number = "49",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors

AU - Sturala, Jiri

AU - Etherington, Marc K

AU - Bismillah, Aisha N

AU - Higginbotham, Heather F

AU - Trewby, William

AU - Aguilar, Juan A

AU - Bromley, Elizabeth H C

AU - Avestro, Alyssa-Jennifer

AU - Monkman, Andrew P

AU - McGonigal, Paul R

N1 - © 2017 American Chemical Society

PY - 2017/12/13

Y1 - 2017/12/13

N2 - Small, apolar aromatic groups, such as phenyl rings, are commonly included in the structures of fluorophores to impart hindered intramolecular rotations, leading to desirable solid-state luminescence properties. However, they are not normally considered to take part in through-space interactions that influence the fluorescent output. Here, we report on the photoluminescence properties of a series of phenyl-ring molecular rotors bearing three, five, six, and seven phenyl groups. The fluorescent emissions from two of the rotors are found to originate, not from the localized excited state as one might expect, but from unanticipated through-space aromatic-dimer states. We demonstrate that these relaxed dimer states can form as a result of intra- or intermolecular interactions across a range of environments in solution and solid samples, including conditions that promote aggregation-induced emission. Computational modeling also suggests that the formation of aromatic-dimer excited states may account for the photophysical properties of a previously reported luminogen. These results imply, therefore, that this is a general phenomenon that should be taken into account when designing and interpreting the fluorescent outputs of luminescent probes and optoelectronic devices based on fluorescent molecular rotors.

AB - Small, apolar aromatic groups, such as phenyl rings, are commonly included in the structures of fluorophores to impart hindered intramolecular rotations, leading to desirable solid-state luminescence properties. However, they are not normally considered to take part in through-space interactions that influence the fluorescent output. Here, we report on the photoluminescence properties of a series of phenyl-ring molecular rotors bearing three, five, six, and seven phenyl groups. The fluorescent emissions from two of the rotors are found to originate, not from the localized excited state as one might expect, but from unanticipated through-space aromatic-dimer states. We demonstrate that these relaxed dimer states can form as a result of intra- or intermolecular interactions across a range of environments in solution and solid samples, including conditions that promote aggregation-induced emission. Computational modeling also suggests that the formation of aromatic-dimer excited states may account for the photophysical properties of a previously reported luminogen. These results imply, therefore, that this is a general phenomenon that should be taken into account when designing and interpreting the fluorescent outputs of luminescent probes and optoelectronic devices based on fluorescent molecular rotors.

U2 - 10.1021/jacs.7b08570

DO - 10.1021/jacs.7b08570

M3 - Article

C2 - 29151342

VL - 139

SP - 17882

EP - 17889

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 49

ER -