The power of action plots : unveiling reaction selectivity of light-stabilized dynamic covalent chemistry
- Author
- Steven C. Gauci, Filip Du Prez (UGent) , Joshua O. Holloway, Hannes A. Houck and Christopher Barner-Kowollik
- Organization
- Project
- Abstract
- Exploiting the optimum wavelength of reactivity for efficient photochemical reactions has been well-established based on the development of photochemical action plots. We herein demonstrate the power of such action plots by a remarkable example of the wavelength-resolved photochemistry of two triazolinedione (TAD) substrates, i.e., aliphatic and aromatic substituted, that exhibit near identical absorption spectra yet possess vastly disparate photoreactivity. We present our findings in carefully recorded action plots, from which reaction selectivity is identified. The profound difference in photoreactivity is exploited by designing a 'hybrid' bisfunctional TAD molecule, enabling the formation of a dual-gated reaction manifold that demonstrates the exceptional and site-selective (photo)chemical behavior of both TAD substrates within a single small molecule.
- Keywords
- Action Plot Analysis, Dynamic Covalent Chemistry, Light-Stabilized Dynamic Materials, Wavelength-Dependent Reactivity, DIELS-ALDER, TRIAZOLINEDIONES, PHOTOCHEMISTRY, THERMOLYSIS
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-01HHPF825RVHPS40K5703RZZDE
- MLA
- Gauci, Steven C., et al. “The Power of Action Plots : Unveiling Reaction Selectivity of Light-Stabilized Dynamic Covalent Chemistry.” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol. 62, no. 40, 2023, doi:10.1002/anie.202310274.
- APA
- Gauci, S. C., Du Prez, F., Holloway, J. O., Houck, H. A., & Barner-Kowollik, C. (2023). The power of action plots : unveiling reaction selectivity of light-stabilized dynamic covalent chemistry. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 62(40). https://doi.org/10.1002/anie.202310274
- Chicago author-date
- Gauci, Steven C., Filip Du Prez, Joshua O. Holloway, Hannes A. Houck, and Christopher Barner-Kowollik. 2023. “The Power of Action Plots : Unveiling Reaction Selectivity of Light-Stabilized Dynamic Covalent Chemistry.” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 62 (40). https://doi.org/10.1002/anie.202310274.
- Chicago author-date (all authors)
- Gauci, Steven C., Filip Du Prez, Joshua O. Holloway, Hannes A. Houck, and Christopher Barner-Kowollik. 2023. “The Power of Action Plots : Unveiling Reaction Selectivity of Light-Stabilized Dynamic Covalent Chemistry.” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 62 (40). doi:10.1002/anie.202310274.
- Vancouver
- 1.Gauci SC, Du Prez F, Holloway JO, Houck HA, Barner-Kowollik C. The power of action plots : unveiling reaction selectivity of light-stabilized dynamic covalent chemistry. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. 2023;62(40).
- IEEE
- [1]S. C. Gauci, F. Du Prez, J. O. Holloway, H. A. Houck, and C. Barner-Kowollik, “The power of action plots : unveiling reaction selectivity of light-stabilized dynamic covalent chemistry,” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol. 62, no. 40, 2023.
@article{01HHPF825RVHPS40K5703RZZDE,
abstract = {{Exploiting the optimum wavelength of reactivity for efficient photochemical reactions has been well-established based on the development of photochemical action plots. We herein demonstrate the power of such action plots by a remarkable example of the wavelength-resolved photochemistry of two triazolinedione (TAD) substrates, i.e., aliphatic and aromatic substituted, that exhibit near identical absorption spectra yet possess vastly disparate photoreactivity. We present our findings in carefully recorded action plots, from which reaction selectivity is identified. The profound difference in photoreactivity is exploited by designing a 'hybrid' bisfunctional TAD molecule, enabling the formation of a dual-gated reaction manifold that demonstrates the exceptional and site-selective (photo)chemical behavior of both TAD substrates within a single small molecule.}},
articleno = {{e202310274}},
author = {{Gauci, Steven C. and Du Prez, Filip and Holloway, Joshua O. and Houck, Hannes A. and Barner-Kowollik, Christopher}},
issn = {{1433-7851}},
journal = {{ANGEWANDTE CHEMIE-INTERNATIONAL EDITION}},
keywords = {{Action Plot Analysis,Dynamic Covalent Chemistry,Light-Stabilized Dynamic Materials,Wavelength-Dependent Reactivity,DIELS-ALDER,TRIAZOLINEDIONES,PHOTOCHEMISTRY,THERMOLYSIS}},
language = {{eng}},
number = {{40}},
pages = {{7}},
title = {{The power of action plots : unveiling reaction selectivity of light-stabilized dynamic covalent chemistry}},
url = {{http://doi.org/10.1002/anie.202310274}},
volume = {{62}},
year = {{2023}},
}
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