Synthesis, Palladium(II) Complexes, and Catalytic Use of a Phosphanylferrocene Ligand Bearing a Guanidinium Pendant

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F17%3A10338050" target="_blank" >RIV/00216208:11310/17:10338050 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1002/ejic.201601262" target="_blank" >http://dx.doi.org/10.1002/ejic.201601262</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/ejic.201601262" target="_blank" >10.1002/ejic.201601262</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis, Palladium(II) Complexes, and Catalytic Use of a Phosphanylferrocene Ligand Bearing a Guanidinium Pendant

Popis výsledku v původním jazyce

A polar phosphanylferrocene donor equipped with a hydrophilic guanidinium pendant, Ph2PfcCH2NHC(NH)NH2*HCl(1*HCl ; fc = ferrocene-1,1&apos;-diyl), has been prepared from the corresponding amine hydrochloride, Ph2PfcCH2NH2*HCl (2*HCl), and studied as a ligand for Pd-II. The reactions of 1*HCl with [PdCl2(MeCN)(2)] in 1:1 and 1:2 Pd/ligand ratios led to an unexpected zwitterionic complex, [PdCl3(1H-P)] (3), and the expected bis(phosphane) complex, trans-[PdCl2(1H-P)2]Cl2 (4), which were structurally characterized. The defined and air-stable solvated complex 3*Me2CO and the in situ generated Pd(OAc)2/1*HCl system were found to be active catalysts for the Suzuki-Miyaura cross-coupling of anionic triolborates with aryl bromides, giving the corresponding biphenyls. These reactions, which do not require the presence of an additional base, were advantageously performed in aqueous ethanol, and the coupling products were isolated in good to excellent yields.

Název v anglickém jazyce

Synthesis, Palladium(II) Complexes, and Catalytic Use of a Phosphanylferrocene Ligand Bearing a Guanidinium Pendant

Popis výsledku anglicky

A polar phosphanylferrocene donor equipped with a hydrophilic guanidinium pendant, Ph2PfcCH2NHC(NH)NH2*HCl(1*HCl ; fc = ferrocene-1,1&apos;-diyl), has been prepared from the corresponding amine hydrochloride, Ph2PfcCH2NH2*HCl (2*HCl), and studied as a ligand for Pd-II. The reactions of 1*HCl with [PdCl2(MeCN)(2)] in 1:1 and 1:2 Pd/ligand ratios led to an unexpected zwitterionic complex, [PdCl3(1H-P)] (3), and the expected bis(phosphane) complex, trans-[PdCl2(1H-P)2]Cl2 (4), which were structurally characterized. The defined and air-stable solvated complex 3*Me2CO and the in situ generated Pd(OAc)2/1*HCl system were found to be active catalysts for the Suzuki-Miyaura cross-coupling of anionic triolborates with aryl bromides, giving the corresponding biphenyls. These reactions, which do not require the presence of an additional base, were advantageously performed in aqueous ethanol, and the coupling products were isolated in good to excellent yields.

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/GA13-08890S" target="_blank" >GA13-08890S: Polární ferrocenové amidofosfinové ligandy pro katalytické aplikace</a><br>

Návaznosti

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

Rok uplatnění

2017

Kód důvěrnosti údajů

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

Název periodika

European Journal of Inorganic Chemistry

ISSN

1434-1948

e-ISSN

—

Svazek periodika

2017

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

7

Strana od-do

489-495

Kód UT WoS článku

000393404400036

EID výsledku v databázi Scopus

2-s2.0-85006314294