Phosphinoferrocene Ureas: Synthesis, Structural Characterization, and Catalytic Use in Palladium-Catalyzed Cyanation of Aryl Bromides

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10296117" target="_blank" >RIV/00216208:11310/15:10296117 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1021/acs.organomet.5b00197" target="_blank" >http://dx.doi.org/10.1021/acs.organomet.5b00197</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.organomet.5b00197" target="_blank" >10.1021/acs.organomet.5b00197</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Phosphinoferrocene Ureas: Synthesis, Structural Characterization, and Catalytic Use in Palladium-Catalyzed Cyanation of Aryl Bromides

Popis výsledku v původním jazyce

Phosphinoferrocene ureas Ph2PfcCH2NHCONR2, where NR2 = NH2 (1a), NHMe (1b), NMe2 (1c), NHCy (1d), and NHPh (le); the analogous thiourea Ph2PfcCH2NHCSNHPh (1f); and the acetamido derivative Ph2PfcCH2NHCOMe (1g) (Cy = cyclohexyl, fc = ferrocene-1,1'-diyl)were prepared via three different approaches starting from Ph2PfcCH2NH2*HCl (3*HCl) or Ph2PfcCHO (4). The reactions of the representative ligand le with [PdCl2(cod)] (cod = cycloocta-1,5-diene) afforded [PdCl(mu-Cl)(1e-kappa P)2]2 or [PdCl2(1e-kappa P)2]depending on the metal-to-ligand stoichiometry, whereas those with [PdCl(eta(3)-C3H5)]2 and [PdCl(L-NC)]2 produced the respective bridge cleavage products, [PdCl(eta(3)-C3H5)(1e-kappa P)] and [PdCl(L-NC)(1e-kappa P)] (L-NC = [(2-dimethylamino-kappa N)methyl]phenyl-kappa C-1). Attempts to involve the polar pendant in coordination to the Pd(II) center were unsuccessful, indicating that the phosphinoferrocene ureas 1 bind Pd(II) preferentially as modified phosphines rather than bifunctiona

Název v anglickém jazyce

Phosphinoferrocene Ureas: Synthesis, Structural Characterization, and Catalytic Use in Palladium-Catalyzed Cyanation of Aryl Bromides

Popis výsledku anglicky

Phosphinoferrocene ureas Ph2PfcCH2NHCONR2, where NR2 = NH2 (1a), NHMe (1b), NMe2 (1c), NHCy (1d), and NHPh (le); the analogous thiourea Ph2PfcCH2NHCSNHPh (1f); and the acetamido derivative Ph2PfcCH2NHCOMe (1g) (Cy = cyclohexyl, fc = ferrocene-1,1'-diyl)were prepared via three different approaches starting from Ph2PfcCH2NH2*HCl (3*HCl) or Ph2PfcCHO (4). The reactions of the representative ligand le with [PdCl2(cod)] (cod = cycloocta-1,5-diene) afforded [PdCl(mu-Cl)(1e-kappa P)2]2 or [PdCl2(1e-kappa P)2]depending on the metal-to-ligand stoichiometry, whereas those with [PdCl(eta(3)-C3H5)]2 and [PdCl(L-NC)]2 produced the respective bridge cleavage products, [PdCl(eta(3)-C3H5)(1e-kappa P)] and [PdCl(L-NC)(1e-kappa P)] (L-NC = [(2-dimethylamino-kappa N)methyl]phenyl-kappa C-1). Attempts to involve the polar pendant in coordination to the Pd(II) center were unsuccessful, indicating that the phosphinoferrocene ureas 1 bind Pd(II) preferentially as modified phosphines rather than bifunctiona

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CA - Anorganická chemie

OECD FORD obor

—

Projekt

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

Návaznosti

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

Rok uplatnění

2015

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

34

Číslo periodika v rámci svazku

10

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

15

Strana od-do

1942-1956

Kód UT WoS článku

000355382500018

EID výsledku v databázi Scopus

2-s2.0-84930635753