Helquats as Promoters of the Povarov Reaction: Synthesis of 1,2,3,4-Tetrahydroquinoline Scaffolds Catalyzed by Helicene-Viologen Hybrids

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F20%3A00534610" target="_blank" >RIV/61388955:_____/20:00534610 - isvavai.cz</a>

Alternative codes found

RIV/61388963:_____/20:00524564 RIV/00216208:11310/20:10420991

Result on the web

<a href="http://hdl.handle.net/11104/0312783" target="_blank" >http://hdl.handle.net/11104/0312783</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/cplu.202000151" target="_blank" >10.1002/cplu.202000151</a>

Result language

angličtina

Original language name

Helquats as Promoters of the Povarov Reaction: Synthesis of 1,2,3,4-Tetrahydroquinoline Scaffolds Catalyzed by Helicene-Viologen Hybrids

Original language description

Helquats (HQs) are structurally linked to helicenes and viologens, and they represent an attractive field of research in chemistry and medicinal chemistry. In the present work they were used as catalysts for the synthesis of 1,2,3,4-tetrahydroquinolines in good yields by the Povarov reaction. The substrate scope and the capability of different helquats to promote Povarov reactions are demonstrated. Studies to elucidate mechanistic details revealed that helquats act as single-electron transfer oxidants through a cation-radical mechanism. The screening of the catalytic activity of HQs confirmed that an active HQ must have a LUMO energy below8.67 eV and the standard redox potential higher (less negative) than1.2 V vs. the ferrocene/ferrocenium redox couple.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10403 - Physical chemistry

Project

<a href="/en/project/GX20-03691X" target="_blank" >GX20-03691X: Electrochemical Synthesis of Porphene</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2020

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

ChemPlusChem

ISSN

2192-6506

e-ISSN

—

Volume of the periodical

85

Issue of the periodical within the volume

10

Country of publishing house

DE - GERMANY

Number of pages

7

Pages from-to

2212-2218

UT code for WoS article

000531886200001

EID of the result in the Scopus database

2-s2.0-85084430730