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Kinetic Studies of Hantzsch Ester and Dihydrogen Donors Releasing Two Hydrogen Atoms in Acetonitrile
[Image: see text] In this work, kinetic studies on HEH(2), 2-benzylmalononitrile, 2-benzyl-1H-indene-1,3(2H)-dione, 5-benzyl-2,2-dimethyl-1,3-dioxane-4,6-dione, 5-benzyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione, 2-(9H-fluoren-9-yl)malononitrile, ethyl 2-cyano-2-(9H-fluoren-9-yl)acetate, diethyl...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9352257/ https://www.ncbi.nlm.nih.gov/pubmed/35936422 http://dx.doi.org/10.1021/acsomega.2c02264 |
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author | Fu, Yan-Hua Geng, Cuihuan Shen, Guang-Bin Wang, Kai Zhu, Xiao-Qing |
author_facet | Fu, Yan-Hua Geng, Cuihuan Shen, Guang-Bin Wang, Kai Zhu, Xiao-Qing |
author_sort | Fu, Yan-Hua |
collection | PubMed |
description | [Image: see text] In this work, kinetic studies on HEH(2), 2-benzylmalononitrile, 2-benzyl-1H-indene-1,3(2H)-dione, 5-benzyl-2,2-dimethyl-1,3-dioxane-4,6-dione, 5-benzyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione, 2-(9H-fluoren-9-yl)malononitrile, ethyl 2-cyano-2-(9H-fluoren-9-yl)acetate, diethyl 2-(9H-fluoren-9-yl)malonate, and the derivatives (28 XH(2)) releasing two hydrogen atoms were carried out. The thermokinetic parameters ΔG(⧧)° of 28 dihydrogen donors (XH(2)) and the corresponding hydrogen atom acceptors (XH(•)) in acetonitrile at 298 K were determined. The abilities of releasing two hydrogen atoms for these organic dihydrogen donors were researched using their thermokinetic parameters ΔG(⧧)°(XH(2)), which can be used not only to compare the H-donating ability of different XH(2) qualitatively and quantitatively but also to predict the rates of HAT reactions. Predictions of rate constants for 12 HAT reactions using thermokinetic parameters were determined, and the reliabilities of the predicted results were also examined. |
format | Online Article Text |
id | pubmed-9352257 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-93522572022-08-05 Kinetic Studies of Hantzsch Ester and Dihydrogen Donors Releasing Two Hydrogen Atoms in Acetonitrile Fu, Yan-Hua Geng, Cuihuan Shen, Guang-Bin Wang, Kai Zhu, Xiao-Qing ACS Omega [Image: see text] In this work, kinetic studies on HEH(2), 2-benzylmalononitrile, 2-benzyl-1H-indene-1,3(2H)-dione, 5-benzyl-2,2-dimethyl-1,3-dioxane-4,6-dione, 5-benzyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione, 2-(9H-fluoren-9-yl)malononitrile, ethyl 2-cyano-2-(9H-fluoren-9-yl)acetate, diethyl 2-(9H-fluoren-9-yl)malonate, and the derivatives (28 XH(2)) releasing two hydrogen atoms were carried out. The thermokinetic parameters ΔG(⧧)° of 28 dihydrogen donors (XH(2)) and the corresponding hydrogen atom acceptors (XH(•)) in acetonitrile at 298 K were determined. The abilities of releasing two hydrogen atoms for these organic dihydrogen donors were researched using their thermokinetic parameters ΔG(⧧)°(XH(2)), which can be used not only to compare the H-donating ability of different XH(2) qualitatively and quantitatively but also to predict the rates of HAT reactions. Predictions of rate constants for 12 HAT reactions using thermokinetic parameters were determined, and the reliabilities of the predicted results were also examined. American Chemical Society 2022-07-22 /pmc/articles/PMC9352257/ /pubmed/35936422 http://dx.doi.org/10.1021/acsomega.2c02264 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Fu, Yan-Hua Geng, Cuihuan Shen, Guang-Bin Wang, Kai Zhu, Xiao-Qing Kinetic Studies of Hantzsch Ester and Dihydrogen Donors Releasing Two Hydrogen Atoms in Acetonitrile |
title | Kinetic Studies
of Hantzsch Ester and Dihydrogen Donors
Releasing Two Hydrogen Atoms in Acetonitrile |
title_full | Kinetic Studies
of Hantzsch Ester and Dihydrogen Donors
Releasing Two Hydrogen Atoms in Acetonitrile |
title_fullStr | Kinetic Studies
of Hantzsch Ester and Dihydrogen Donors
Releasing Two Hydrogen Atoms in Acetonitrile |
title_full_unstemmed | Kinetic Studies
of Hantzsch Ester and Dihydrogen Donors
Releasing Two Hydrogen Atoms in Acetonitrile |
title_short | Kinetic Studies
of Hantzsch Ester and Dihydrogen Donors
Releasing Two Hydrogen Atoms in Acetonitrile |
title_sort | kinetic studies
of hantzsch ester and dihydrogen donors
releasing two hydrogen atoms in acetonitrile |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9352257/ https://www.ncbi.nlm.nih.gov/pubmed/35936422 http://dx.doi.org/10.1021/acsomega.2c02264 |
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