Probing the limits of oxidative addition of C(sp3)-X bonds toward selected N,C,N-chelated bismuth(I) compounds

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F20%3A39916710" target="_blank" >RIV/00216275:25310/20:39916710 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.acs.org/doi/10.1021/acs.organomet.0c00418" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.organomet.0c00418</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.organomet.0c00418" target="_blank" >10.1021/acs.organomet.0c00418</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Probing the limits of oxidative addition of C(sp3)-X bonds toward selected N,C,N-chelated bismuth(I) compounds

Popis výsledku v původním jazyce

The reactivity of two N,C,N-chelated bismuthinidenes, that is, [2,6-(tBuN═CH)2C6H3]Bi (1) and its metastable analogue [2,6-(Me2NCH2)2C6H3]Bi (2), toward organic substrates containing C(sp3)–X bond (where X = I or OTf) is reported. The aim of this study is to prove the potential of the Bi(I) center in 1 and 2 to participate in an oxidative addition toward C–X bonds under formation of corresponding trivalent bismuth compounds. The influence of the substrate is examined; thus, simple primary alkyls (including fluorinated ones) as well as more branched substrates are considered to find the limits of these reactions and recognize the differences in the reactivity between 1 and 2. All products were characterized by means of high-resolution electrospray ionization mass spectrometry (ESI-MS); 1H, 13C, and 19F NMR spectroscopy; and single-crystal X-ray diffraction analysis.

Název v anglickém jazyce

Probing the limits of oxidative addition of C(sp3)-X bonds toward selected N,C,N-chelated bismuth(I) compounds

Popis výsledku anglicky

The reactivity of two N,C,N-chelated bismuthinidenes, that is, [2,6-(tBuN═CH)2C6H3]Bi (1) and its metastable analogue [2,6-(Me2NCH2)2C6H3]Bi (2), toward organic substrates containing C(sp3)–X bond (where X = I or OTf) is reported. The aim of this study is to prove the potential of the Bi(I) center in 1 and 2 to participate in an oxidative addition toward C–X bonds under formation of corresponding trivalent bismuth compounds. The influence of the substrate is examined; thus, simple primary alkyls (including fluorinated ones) as well as more branched substrates are considered to find the limits of these reactions and recognize the differences in the reactivity between 1 and 2. All products were characterized by means of high-resolution electrospray ionization mass spectrometry (ESI-MS); 1H, 13C, and 19F NMR spectroscopy; and single-crystal X-ray diffraction analysis.

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/GA18-10222S" target="_blank" >GA18-10222S: Od jednoduchých prekurzorů k unikátním heterocyklům obsahující těžší prvky 15. skupiny</a><br>

Návaznosti

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

Rok uplatnění

2020

Kód důvěrnosti údajů

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

Název periodika

Organometallics

ISSN

0276-7333

e-ISSN

—

Svazek periodika

39

Číslo periodika v rámci svazku

23

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

8

Strana od-do

"4320–4328"

Kód UT WoS článku

000599997800030

EID výsledku v databázi Scopus

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