Tetrazole Ring Substitution at Carbon and Boron Sites of the Cobalt Bis(dicarbollide) Ion Available via Dipolar Cycloadditions

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388980%3A_____%2F20%3A00535534" target="_blank" >RIV/61388980:_____/20:00535534 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68081707:_____/20:00535534 RIV/00216275:25310/20:39916644

Výsledek na webu

<a href="https://pubs.acs.org/doi/10.1021/acs.inorgchem.0c02719" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.inorgchem.0c02719</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.inorgchem.0c02719" target="_blank" >10.1021/acs.inorgchem.0c02719</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Tetrazole Ring Substitution at Carbon and Boron Sites of the Cobalt Bis(dicarbollide) Ion Available via Dipolar Cycloadditions

Popis výsledku v původním jazyce

Herein, we describe the synthesis of two families of compounds accessible from [3 + 2] cycloaddition reactions of known B8-substituted isonitrilium and new C1-alkylnitrile and C(1,1′)-dialkylnitrile derivatives of the [(1,2-C2B9H11)2-3,3′-Co(III)]- ion with an azide ion that produce a tetrazole ring substitution at the cobaltacarborane cage. In addition, we outline the important differences in reactivity observed for the two types [B-isonitrilium/C-(alkyl)nitrile] of cobaltacarborane derivatives. The first family of compounds described corresponds to C5-atom-boronated tetrazole rings, with the five-membered moiety in the second type being doubly substituted at the N1 and C5 positions. This substitution opens cobaltacarborane chemistry to a new type of functional group at the cage of potential utility as structural blocks for use in medicinal chemistry or materials science. Our study includes single-crystal X-ray structures of the starting nitriles and both families of tetrazole derivatives, and the structural features that arise from the substitutions are discussed.

Název v anglickém jazyce

Tetrazole Ring Substitution at Carbon and Boron Sites of the Cobalt Bis(dicarbollide) Ion Available via Dipolar Cycloadditions

Popis výsledku anglicky

Herein, we describe the synthesis of two families of compounds accessible from [3 + 2] cycloaddition reactions of known B8-substituted isonitrilium and new C1-alkylnitrile and C(1,1′)-dialkylnitrile derivatives of the [(1,2-C2B9H11)2-3,3′-Co(III)]- ion with an azide ion that produce a tetrazole ring substitution at the cobaltacarborane cage. In addition, we outline the important differences in reactivity observed for the two types [B-isonitrilium/C-(alkyl)nitrile] of cobaltacarborane derivatives. The first family of compounds described corresponds to C5-atom-boronated tetrazole rings, with the five-membered moiety in the second type being doubly substituted at the N1 and C5 positions. This substitution opens cobaltacarborane chemistry to a new type of functional group at the cage of potential utility as structural blocks for use in medicinal chemistry or materials science. Our study includes single-crystal X-ray structures of the starting nitriles and both families of tetrazole derivatives, and the structural features that arise from the substitutions are discussed.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10402 - Inorganic and nuclear chemistry

Projekt

<a href="/cs/project/GA19-04630S" target="_blank" >GA19-04630S: Ladění elektrochemických vlastností bórových polyedrů pokročilými substitučními metodami pro použití jako biokonjugátů: systematický základní výzkum</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2020

Kód důvěrnosti údajů

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

Název periodika

Inorganic Chemistry

ISSN

0020-1669

e-ISSN

—

Svazek periodika

59

Číslo periodika v rámci svazku

23

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

13

Strana od-do

17430-17442

Kód UT WoS článku

000599190300073

EID výsledku v databázi Scopus

2-s2.0-85096570790