Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions
An all-organic cell comprising 2,3-dimethyl-1,4-napthoquinone and pyrano[3,2-f]chromene as electroactive elements exhibited a good combination of large cell voltage and stability of the reduced quinone upon the addition of diethyl malonate (a weak organic acid), as compared to the addition of triflu...
| Main Authors: | , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
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2021
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| Online Access: | https://hdl.handle.net/10356/150310 |
| _version_ | 1826114484809236480 |
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| author | Shi, Raymond Rong Sheng Tessensohn, Malcolm Eugene Lauw, Sherman Jun Liang Foo, Nicolette A. B. Y. Webster, Richard David |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Shi, Raymond Rong Sheng Tessensohn, Malcolm Eugene Lauw, Sherman Jun Liang Foo, Nicolette A. B. Y. Webster, Richard David |
| author_sort | Shi, Raymond Rong Sheng |
| collection | NTU |
| description | An all-organic cell comprising 2,3-dimethyl-1,4-napthoquinone and pyrano[3,2-f]chromene as electroactive elements exhibited a good combination of large cell voltage and stability of the reduced quinone upon the addition of diethyl malonate (a weak organic acid), as compared to the addition of trifluoroethanol (which led to a high cell potential but low stability via strong hydrogen bonding interactions) and the addition of trifluoroacetic acid (which led to a lower cell potential but high stability through proton transfer). |
| first_indexed | 2024-10-01T03:40:16Z |
| format | Journal Article |
| id | ntu-10356/150310 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T03:40:16Z |
| publishDate | 2021 |
| record_format | dspace |
| spelling | ntu-10356/1503102021-06-11T02:02:10Z Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions Shi, Raymond Rong Sheng Tessensohn, Malcolm Eugene Lauw, Sherman Jun Liang Foo, Nicolette A. B. Y. Webster, Richard David School of Physical and Mathematical Sciences Environmental Chemistry and Materials Centre Nanyang Environment and Water Research Institute Science::Chemistry Cell Membrane Potential Chemical Interaction An all-organic cell comprising 2,3-dimethyl-1,4-napthoquinone and pyrano[3,2-f]chromene as electroactive elements exhibited a good combination of large cell voltage and stability of the reduced quinone upon the addition of diethyl malonate (a weak organic acid), as compared to the addition of trifluoroethanol (which led to a high cell potential but low stability via strong hydrogen bonding interactions) and the addition of trifluoroacetic acid (which led to a lower cell potential but high stability through proton transfer). Ministry of Education (MOE) Nanyang Technological University This work was supported by a Singapore Government MOE Academic Research Fund Tier 1 Grant (RG109/15). R. R. S. S. thanks Nanyang Technological University for the award of a NTU Research Scholarship. 2021-06-11T02:02:10Z 2021-06-11T02:02:10Z 2019 Journal Article Shi, R. R. S., Tessensohn, M. E., Lauw, S. J. L., Foo, N. A. B. Y. & Webster, R. D. (2019). Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions. Chemical Communications, 55(16), 2277-2280. https://dx.doi.org/10.1039/c8cc09188a 1359-7345 https://hdl.handle.net/10356/150310 10.1039/c8cc09188a 30720024 2-s2.0-85061861241 16 55 2277 2280 en RG109/15 Chemical Communications © 2019 The Royal Society of Chemistry. All rights reserved, |
| spellingShingle | Science::Chemistry Cell Membrane Potential Chemical Interaction Shi, Raymond Rong Sheng Tessensohn, Malcolm Eugene Lauw, Sherman Jun Liang Foo, Nicolette A. B. Y. Webster, Richard David Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions |
| title | Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions |
| title_full | Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions |
| title_fullStr | Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions |
| title_full_unstemmed | Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions |
| title_short | Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions |
| title_sort | tuning the reduction potential of quinones by controlling the effects of hydrogen bonding protonation and proton coupled electron transfer reactions |
| topic | Science::Chemistry Cell Membrane Potential Chemical Interaction |
| url | https://hdl.handle.net/10356/150310 |
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