Phosphinoferrocene Amidosulfonates: Synthesis, Palladium Complexes, and Catalytic Use in Pd-Catalyzed Cyanation of Aryl Bromides in an Aqueous Reaction Medium

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F12%3A10126165" target="_blank" >RIV/00216208:11310/12:10126165 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1021/om2011529" target="_blank" >http://dx.doi.org/10.1021/om2011529</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/om2011529" target="_blank" >10.1021/om2011529</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Phosphinoferrocene Amidosulfonates: Synthesis, Palladium Complexes, and Catalytic Use in Pd-Catalyzed Cyanation of Aryl Bromides in an Aqueous Reaction Medium

Popis výsledku v původním jazyce

The reaction of pentafluorophenyl 1'-(diphenylphosphino)ferrocene-1-carboxylate (4) with omega-aminosulfonic acids H2N(CH2)nSO3H (n = 1-3) in the presence of 4-(dimethylamino)pyridine and triethylamine affords the respective phosphinoferrocene amidosulfonates as crystalline triethylammonium salts, viz., (Et3NH)[Ph2PfcCONH(CH2)nSO3] (1, n = 1; 2, n = 2; 3, n = 3; fc = ferrocene-1,1'-diyl), in good yields. These ligands react smoothly with [PdCl2(cod)] (cod = eta(2):eta(2)-cycloocta-1,5-diene) to give theanionic square-planar bis-phosphine complexes trans-(Et3NH)2[PdCl2(Ph2PfcCONH(CH2)nSO3-kappa P)2] (5, n = 1; 6, n = 2; and 7, n = 3). The chloride-bridged dimer [LPdCl]2, where L is 2-[(dimethylamino-kappa N)methyl]phenyl-kappa C-1 auxiliary ligand, iscleaved with 1 to give (Et3NH)[LPd(Ph2PfcCONHCH2SO(3)-kappa P)] (8), in which the amidosulfonate coordinates as a simple phosphine. A similar reaction of [LPd(OAc)]2 and 1 proceeds under a partial elimination of (Et3NH)OAc to afford a mix

Název v anglickém jazyce

Phosphinoferrocene Amidosulfonates: Synthesis, Palladium Complexes, and Catalytic Use in Pd-Catalyzed Cyanation of Aryl Bromides in an Aqueous Reaction Medium

Popis výsledku anglicky

The reaction of pentafluorophenyl 1'-(diphenylphosphino)ferrocene-1-carboxylate (4) with omega-aminosulfonic acids H2N(CH2)nSO3H (n = 1-3) in the presence of 4-(dimethylamino)pyridine and triethylamine affords the respective phosphinoferrocene amidosulfonates as crystalline triethylammonium salts, viz., (Et3NH)[Ph2PfcCONH(CH2)nSO3] (1, n = 1; 2, n = 2; 3, n = 3; fc = ferrocene-1,1'-diyl), in good yields. These ligands react smoothly with [PdCl2(cod)] (cod = eta(2):eta(2)-cycloocta-1,5-diene) to give theanionic square-planar bis-phosphine complexes trans-(Et3NH)2[PdCl2(Ph2PfcCONH(CH2)nSO3-kappa P)2] (5, n = 1; 6, n = 2; and 7, n = 3). The chloride-bridged dimer [LPdCl]2, where L is 2-[(dimethylamino-kappa N)methyl]phenyl-kappa C-1 auxiliary ligand, iscleaved with 1 to give (Et3NH)[LPd(Ph2PfcCONHCH2SO(3)-kappa P)] (8), in which the amidosulfonate coordinates as a simple phosphine. A similar reaction of [LPd(OAc)]2 and 1 proceeds under a partial elimination of (Et3NH)OAc to afford a mix

Druh

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

CEP obor

CA - Anorganická chemie

OECD FORD obor

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Projekt

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)<br>S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2012

Kód důvěrnosti údajů

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

Název periodika

Organometallics

ISSN

0276-7333

e-ISSN

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Svazek periodika

31

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

10

Strana od-do

729-738

Kód UT WoS článku

000299351500026

EID výsledku v databázi Scopus

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