Sulfonyl Nitrene and Amidyl Radical: Structure and Reactivity
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F22%3A00556980" target="_blank" >RIV/61388963:_____/22:00556980 - isvavai.cz</a>
Result on the web
<a href="https://doi.org/10.1002/chem.202104493" target="_blank" >https://doi.org/10.1002/chem.202104493</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/chem.202104493" target="_blank" >10.1002/chem.202104493</a>
Alternative languages
Result language
angličtina
Original language name
Sulfonyl Nitrene and Amidyl Radical: Structure and Reactivity
Original language description
Photocatalytic generation of nitrenes and radicals can be used to tune or even control their reactivity. Photocatalytic activation of sulfonyl azides leads to the elimination of N-2 and the resulting reactive species initiate C-H activations and amide formation reactions. Here, we present reactive radicals that are generated from sulfonyl azides: sulfonyl nitrene radical anion, sulfonyl nitrene and sulfonyl amidyl radical, and test their gas phase reactivity in C-H activation reactions. The sulfonyl nitrene radical anion is the least reactive and its reactivity is governed by the proton coupled electron transfer mechanism. In contrast, sulfonyl nitrene and sulfonyl amidyl radicals react via hydrogen atom transfer pathways. These reactivities and detailed characterization of the radicals with vibrational spectroscopy and with DFT calculations provide information necessary for taking control over the reactivity of these intermediates.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA17-14510S" target="_blank" >GA17-14510S: Photochemical C-H amination reactions of hydrocarbons, ethers, sulfides or tertiary amines and their applications in organic chemistry</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chemistry - A European Journal
ISSN
0947-6539
e-ISSN
1521-3765
Volume of the periodical
28
Issue of the periodical within the volume
28
Country of publishing house
DE - GERMANY
Number of pages
7
Pages from-to
e202104493
UT code for WoS article
000778293500001
EID of the result in the Scopus database
2-s2.0-85127769906