Catalytic approach to unsymmetrical [7]-helical indenofluorenes: Cyclotrimerization vs. dehydro-Diels-Alder reaction pathways

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F22%3A10443828" target="_blank" >RIV/00216208:11310/22:10443828 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=h2b-saQAFB" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=h2b-saQAFB</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.cattod.2021.12.003" target="_blank" >10.1016/j.cattod.2021.12.003</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Catalytic approach to unsymmetrical [7]-helical indenofluorenes: Cyclotrimerization vs. dehydro-Diels-Alder reaction pathways

Popis výsledku v původním jazyce

Synthesis of unsymmetrical [7]-helical compounds possessing the dispiro[2,1-c]indenofluorene motif was ach-ieved for the first time in good yields. The crucial step of the whole reaction sequence was catalytic intra-molecular [2 + 2 + 2] cycloaddition of triynediols by using various transition metal compounds (Co, Ni, etc.). The cyclotrimerizations were accompanied by dehydro-Diels-Alder reaction giving rise to other types of aromatic compounds depending on the respective reaction conditions. Limits of enantioselective cyclotrimerization were assessed. The subsequent transformations of the cyclotrimerization products provided the respective dis-piroindenofluorenes. Structures of both unsymmetrical [7]helical cyclotrimerization products as well as three dehydro-Diels-Alder products were unequivocally confirmed by single-crystal X-ray diffraction analyses. Pho-tophysical properties of selected products were determined as well.

Název v anglickém jazyce

Catalytic approach to unsymmetrical [7]-helical indenofluorenes: Cyclotrimerization vs. dehydro-Diels-Alder reaction pathways

Popis výsledku anglicky

Synthesis of unsymmetrical [7]-helical compounds possessing the dispiro[2,1-c]indenofluorene motif was ach-ieved for the first time in good yields. The crucial step of the whole reaction sequence was catalytic intra-molecular [2 + 2 + 2] cycloaddition of triynediols by using various transition metal compounds (Co, Ni, etc.). The cyclotrimerizations were accompanied by dehydro-Diels-Alder reaction giving rise to other types of aromatic compounds depending on the respective reaction conditions. Limits of enantioselective cyclotrimerization were assessed. The subsequent transformations of the cyclotrimerization products provided the respective dis-piroindenofluorenes. Structures of both unsymmetrical [7]helical cyclotrimerization products as well as three dehydro-Diels-Alder products were unequivocally confirmed by single-crystal X-ray diffraction analyses. Pho-tophysical properties of selected products were determined as well.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GF21-39639L" target="_blank" >GF21-39639L: Syntéza funkčních materiálů katalytickými cyklotrimerizačními a C-C/C-H funkcionalizačními reakcemi</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

Catalysis Today

ISSN

0920-5861

e-ISSN

1873-4308

Svazek periodika

390-391

Číslo periodika v rámci svazku

May

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

9

Strana od-do

48-56

Kód UT WoS článku

000782558000006

EID výsledku v databázi Scopus

2-s2.0-85121386815