Reactivity of orthophthalaldehyde with aliphatic, alicyclic and aromatic primary diamines: Electrochemical study and mechanistic considerations

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F18%3A00506550" target="_blank" >RIV/61388955:_____/18:00506550 - isvavai.cz</a>
Result on the web
<a href="http://hdl.handle.net/11104/0297781" target="_blank" >http://hdl.handle.net/11104/0297781</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.jelechem.2018.02.019" target="_blank" >10.1016/j.jelechem.2018.02.019</a>

Result language
angličtina
Original language name
Reactivity of orthophthalaldehyde with aliphatic, alicyclic and aromatic primary diamines: Electrochemical study and mechanistic considerations
Original language description
The reactions of OPA with eight primary diamines were electrochemically monitored and the main products were isolated and identified. Various types of diamines were used: two non-vicinal alpha,omega-diaminoalkanes, four vicinal 1,2-diamino(cyclo)alkanes and two aromatic diamines. The results showed three electrochemical patterns: a,to aliphatic diamines and both aromatic diamines exhibited only consumption of the parent OPA without observation of any electroactive intermediate or product, aliphatic and alicyclic vicinal diamines react with OPA under fast formation of reducible intermediate and its slow follow-up reaction yielding reducible product. A special case represents 1,2-trans-diaminocyclohexane exhibiting different products with regard to its cis-isomer. The main reaction products in all cases are derivatives of indano[1,2-a]benzimidazole and not bis-Schiff bases discussed in the literature.
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
—
OECD FORD branch
10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Project
<a href="/en/project/GA17-18108S" target="_blank" >GA17-18108S: Novel electrochemically active thiacalix[4]arenes and their oxidized analogues as ligands and receptors</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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