Synthesis and characterisation of group 11 metal complexes with a guanidine-tagged triphenylphosphine and evaluation of the isolated Au(I) complexes in gold-mediated organic reactions

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F23%3A10467731" target="_blank" >RIV/00216208:11310/23:10467731 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=ht.bgDSN3d" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=ht.bgDSN3d</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d3nj00451a" target="_blank" >10.1039/d3nj00451a</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis and characterisation of group 11 metal complexes with a guanidine-tagged triphenylphosphine and evaluation of the isolated Au(I) complexes in gold-mediated organic reactions

Popis výsledku v původním jazyce

Phosphines bearing guanidine substituents at the backbone are attractive hybrid ligands that have not yet received adequate attention. This paper describes group 11 metal complexes of a guanidine-substituted triphenylphosphine, viz., N&apos;&apos;-[2-(diphenylphosphino)phenyl]-N,N&apos;-diisopropylguanidine (1). Reactions of 1 with Cu(I) and Ag(I) precursors yielded the P,N-chelate complexes [M(1-κ2P,N)2]X, where M/X = Cu/BF4, Cu/Br, Ag/SbF6 and Ag/Br. Conversely, reacting 1 and the hydrochloride 1.HCl with [AuCl(SMe2)] produced the corresponding phosphine complexes [AuCl(1-κP)] and [AuCl(1H-κP)]Cl, which were further converted into [{μ(P,N)-1}2Au2][SbF6]2 and [AuCl(1H-κP)][SbF6], respectively, by reacting with Ag[SbF6]. These compounds and the bis-phosphine complex [Au(1-κP)2][SbF6] were studied as precatalysts in the Au-mediated cyclisation of N-propargylbenzamide and the addition of benzoic acid across terminal alkynes. Of the Au(I)-1 complexes studied, the complex [{μ(P,N)-1}2Au2][SbF6]2 was particularly attractive as a stable and well-defined, silver-free precatalyst, which can be conveniently activated in situ by the addition of a protic acid (either as an additive or a substrate).

Název v anglickém jazyce

Synthesis and characterisation of group 11 metal complexes with a guanidine-tagged triphenylphosphine and evaluation of the isolated Au(I) complexes in gold-mediated organic reactions

Popis výsledku anglicky

Phosphines bearing guanidine substituents at the backbone are attractive hybrid ligands that have not yet received adequate attention. This paper describes group 11 metal complexes of a guanidine-substituted triphenylphosphine, viz., N&apos;&apos;-[2-(diphenylphosphino)phenyl]-N,N&apos;-diisopropylguanidine (1). Reactions of 1 with Cu(I) and Ag(I) precursors yielded the P,N-chelate complexes [M(1-κ2P,N)2]X, where M/X = Cu/BF4, Cu/Br, Ag/SbF6 and Ag/Br. Conversely, reacting 1 and the hydrochloride 1.HCl with [AuCl(SMe2)] produced the corresponding phosphine complexes [AuCl(1-κP)] and [AuCl(1H-κP)]Cl, which were further converted into [{μ(P,N)-1}2Au2][SbF6]2 and [AuCl(1H-κP)][SbF6], respectively, by reacting with Ag[SbF6]. These compounds and the bis-phosphine complex [Au(1-κP)2][SbF6] were studied as precatalysts in the Au-mediated cyclisation of N-propargylbenzamide and the addition of benzoic acid across terminal alkynes. Of the Au(I)-1 complexes studied, the complex [{μ(P,N)-1}2Au2][SbF6]2 was particularly attractive as a stable and well-defined, silver-free precatalyst, which can be conveniently activated in situ by the addition of a protic acid (either as an additive or a substrate).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10402 - Inorganic and nuclear chemistry

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2023

Kód důvěrnosti údajů

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

Název periodika

New Journal of Chemistry

ISSN

1144-0546

e-ISSN

1369-9261

Svazek periodika

47

Číslo periodika v rámci svazku

12

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

9

Strana od-do

5930-5938

Kód UT WoS článku

000943853900001

EID výsledku v databázi Scopus

2-s2.0-85150219267