Unclicking the Click: Metal-Assisted Mechanochemical Cycloreversion of Triazoles Is Possible

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F17%3A43917028" target="_blank" >RIV/60461373:22310/17:43917028 - isvavai.cz</a>
Result on the web
<a href="https://onlinelibrary.wiley.com/doi/full/10.1002/ange.201612507" target="_blank" >https://onlinelibrary.wiley.com/doi/full/10.1002/ange.201612507</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/anie.201612507" target="_blank" >10.1002/anie.201612507</a>

Result language
angličtina
Original language name
Unclicking the Click: Metal-Assisted Mechanochemical Cycloreversion of Triazoles Is Possible
Original language description
The mechanochemical cycloreversion of 1,2,3-triazole compounds, which serve as unusually stable building blocks in materials and biomolecular chemistry as a result of mild "click chemistry", remains puzzling. We show that the hitherto discussed straight-forward retro-click mechanism of the 1,4-disubstituted isomer, even if Cu-I catalyzed, can be ruled out in view of more favorable activation free energies of destructive pathways. In stark contrast, the 1,5-regioiomer can undergo cycloreversion under rather mild mechanochemical conditions owing to its favorable response to the external force in conjunction with standard Ru-II catalysis.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry

Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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