Reactivity of [{M(C6F5)2(µ-OH)}2]2- (M = Pd or Pt) Toward Aromatic Amines and Malononitrile

José Ruiz; Venancio Rodríguez; Gregorio López; Jaume Casabó; Elies Molins; Carles Miravitlles

doi:10.1021/om980508z

Reactivity of [{M(C6F5)2(µ-OH)}2]2- (M = Pd or Pt) Toward Aromatic Amines and Malononitrile

José Ruiz^*, Venancio Rodríguez, Gregorio López, Jaume Casabó, Elies Molins, Carles Miravitlles

^*Autor corresponent d’aquest treball

Departament de Química

Producció científica: Contribució a revista › Article › Recerca › Avaluat per experts

73 Cites (Scopus)

Resum

Binuclear μ-hydroxo-μ-arylamido complexes [Pd₂(C₆F₅)₄(μ-OH)(μ-NHR)]^2-(R = C₆H₅, C₆H₄-Cl-p, C₆H₄F-p) and di-μ-arylamido complexes [M₂(C₆F₅)₄(μ-NHR)₂]^2-(M = Pd, R = C₆H₅, C₆H₄Cl-p, C₆H₄F-p, C₆H₄NO₂-p, C₆F₅; M = Pt, R = C₆H₄NO₂-p, C₆F₅) have been prepared by reaction of [M₂(C₆F₅)₄(μ-OH)₂]^2-with the corresponding arylamine RNH₂in 1:1 or 1:2 molar ratio, respectively. The reaction of [Pd₂(C₆F₅)₄(μ-NHPh)₂]^2~with CS₂leads to the formation of the mononuclear dithiocarbamate complex [Pd(C₆F₅)₂(S₂CNHPh)]^-. Malononitrile and methyl cyanoacetate react with [Pd₂(C₆F₅)₄(μ-OH)₂]^2-in methanol to give the binuclear complexes [Pd₂(C₆F₅)₄{μ-CH(CN)CN}₂]^2-and [Pd₂(C₆F₅)₄{μ-CH(CO₂Me)CN}₂]^2-. However the reaction of [Pd₂(C₆F₅)₄(μ-OH)₂]^2-with malononitrile in boiling methanol gives the mononuclear diiminato complex [Pd(C₆F₅)₂{NHC(OMe)CHC(OMe)NH}]^-. In wet toluene [Pd₂-(C₆F₅)₄(μ-OH)₂]^2-produces the cyclotrimerization of malononitrile, giving 4,6-diamino-2-cyanomethyl-3,5-pyridinedicarbonitrile. The structures of [Pd₂(C₆F₅)₄(μ-NHC₆F₅)₂]^2-~ and [Pd₂(C₆F₅)₄(μ-CH(CN)CN}₂]^2-have been determined by X-ray diffraction.

Idioma original	Anglès
Pàgines (de-a)	1177-1184
Nombre de pàgines	8
Revista	Organometallics
Volum	18
Número	7
DOIs	https://doi.org/10.1021/om980508z
Estat de la publicació	Publicada - 4 de març 1999

Accés al document

10.1021/om980508z

Altres arxius i enllaços

Link to publication in Scopus

CCDC 119285: Experimental Crystal Structure Determination
Ruiz, J. (Creador), Rodríguez, V. (Col·laborador), López, G. (Col·laborador), Casabó, J. (Col·laborador), Molins, E. (Creador) & Miravitlles, C. (Creador), Cambridge Crystallographic Data Centre, 12 d’ag. 1999
DOI: 10.5517/cc403x4, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc403x4&sid=DataCite
Conjunt de dades
CCDC 119284: Experimental Crystal Structure Determination
Ruiz, J. (Creador), Rodríguez, V. (Col·laborador), López, G. (Col·laborador), Casabó, J. (Col·laborador), Molins, E. (Creador) & Miravitlles, C. (Creador), Cambridge Crystallographic Data Centre, 12 d’ag. 1999
DOI: 10.5517/cc403w3, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc403w3&sid=DataCite
Conjunt de dades

Com citar-ho

@article{913e65f037404a5baf14d60fd02fe552,

title = "Reactivity of [\{M(C6F5)2(µ-OH)\}2]2- (M = Pd or Pt) Toward Aromatic Amines and Malononitrile",

abstract = "Binuclear μ-hydroxo-μ-arylamido complexes [Pd2(C6F5)4(μ-OH)(μ-NHR)]2-(R = C6H5, C6H4-Cl-p, C6H4F-p) and di-μ-arylamido complexes [M2(C6F5)4(μ-NHR)2]2-(M = Pd, R = C6H5, C6H4Cl-p, C6H4F-p, C6H4NO2-p, C6F5; M = Pt, R = C6H4NO2-p, C6F5) have been prepared by reaction of [M2(C6F5)4(μ-OH)2]2-with the corresponding arylamine RNH2in 1:1 or 1:2 molar ratio, respectively. The reaction of [Pd2(C6F5)4(μ-NHPh)2]2\textasciitilde{}with CS2leads to the formation of the mononuclear dithiocarbamate complex [Pd(C6F5)2(S2CNHPh)]-. Malononitrile and methyl cyanoacetate react with [Pd2(C6F5)4(μ-OH)2]2-in methanol to give the binuclear complexes [Pd2(C6F5)4\{μ-CH(CN)CN\}2]2-and [Pd2(C6F5)4\{μ-CH(CO2Me)CN\}2]2-. However the reaction of [Pd2(C6F5)4(μ-OH)2]2-with malononitrile in boiling methanol gives the mononuclear diiminato complex [Pd(C6F5)2\{NHC(OMe)CHC(OMe)NH\}]-. In wet toluene [Pd2-(C6F5)4(μ-OH)2]2-produces the cyclotrimerization of malononitrile, giving 4,6-diamino-2-cyanomethyl-3,5-pyridinedicarbonitrile. The structures of [Pd2(C6F5)4(μ-NHC6F5)2]2-\textasciitilde{} and [Pd2(C6F5)4(μ-CH(CN)CN\}2]2-have been determined by X-ray diffraction.",

author = "Jos{\'e} Ruiz and Venancio Rodr{\'i}guez and Gregorio L{\'o}pez and Jaume Casab{\'o} and Elies Molins and Carles Miravitlles",

year = "1999",

month = mar,

day = "4",

doi = "10.1021/om980508z",

language = "English",

volume = "18",

pages = "1177--1184",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Reactivity of [{M(C6F5)2(µ-OH)}2]2- (M = Pd or Pt) Toward Aromatic Amines and Malononitrile

AU - Ruiz, José

AU - Rodríguez, Venancio

AU - López, Gregorio

AU - Casabó, Jaume

AU - Molins, Elies

AU - Miravitlles, Carles

PY - 1999/3/4

Y1 - 1999/3/4

N2 - Binuclear μ-hydroxo-μ-arylamido complexes [Pd2(C6F5)4(μ-OH)(μ-NHR)]2-(R = C6H5, C6H4-Cl-p, C6H4F-p) and di-μ-arylamido complexes [M2(C6F5)4(μ-NHR)2]2-(M = Pd, R = C6H5, C6H4Cl-p, C6H4F-p, C6H4NO2-p, C6F5; M = Pt, R = C6H4NO2-p, C6F5) have been prepared by reaction of [M2(C6F5)4(μ-OH)2]2-with the corresponding arylamine RNH2in 1:1 or 1:2 molar ratio, respectively. The reaction of [Pd2(C6F5)4(μ-NHPh)2]2~with CS2leads to the formation of the mononuclear dithiocarbamate complex [Pd(C6F5)2(S2CNHPh)]-. Malononitrile and methyl cyanoacetate react with [Pd2(C6F5)4(μ-OH)2]2-in methanol to give the binuclear complexes [Pd2(C6F5)4{μ-CH(CN)CN}2]2-and [Pd2(C6F5)4{μ-CH(CO2Me)CN}2]2-. However the reaction of [Pd2(C6F5)4(μ-OH)2]2-with malononitrile in boiling methanol gives the mononuclear diiminato complex [Pd(C6F5)2{NHC(OMe)CHC(OMe)NH}]-. In wet toluene [Pd2-(C6F5)4(μ-OH)2]2-produces the cyclotrimerization of malononitrile, giving 4,6-diamino-2-cyanomethyl-3,5-pyridinedicarbonitrile. The structures of [Pd2(C6F5)4(μ-NHC6F5)2]2-~ and [Pd2(C6F5)4(μ-CH(CN)CN}2]2-have been determined by X-ray diffraction.

AB - Binuclear μ-hydroxo-μ-arylamido complexes [Pd2(C6F5)4(μ-OH)(μ-NHR)]2-(R = C6H5, C6H4-Cl-p, C6H4F-p) and di-μ-arylamido complexes [M2(C6F5)4(μ-NHR)2]2-(M = Pd, R = C6H5, C6H4Cl-p, C6H4F-p, C6H4NO2-p, C6F5; M = Pt, R = C6H4NO2-p, C6F5) have been prepared by reaction of [M2(C6F5)4(μ-OH)2]2-with the corresponding arylamine RNH2in 1:1 or 1:2 molar ratio, respectively. The reaction of [Pd2(C6F5)4(μ-NHPh)2]2~with CS2leads to the formation of the mononuclear dithiocarbamate complex [Pd(C6F5)2(S2CNHPh)]-. Malononitrile and methyl cyanoacetate react with [Pd2(C6F5)4(μ-OH)2]2-in methanol to give the binuclear complexes [Pd2(C6F5)4{μ-CH(CN)CN}2]2-and [Pd2(C6F5)4{μ-CH(CO2Me)CN}2]2-. However the reaction of [Pd2(C6F5)4(μ-OH)2]2-with malononitrile in boiling methanol gives the mononuclear diiminato complex [Pd(C6F5)2{NHC(OMe)CHC(OMe)NH}]-. In wet toluene [Pd2-(C6F5)4(μ-OH)2]2-produces the cyclotrimerization of malononitrile, giving 4,6-diamino-2-cyanomethyl-3,5-pyridinedicarbonitrile. The structures of [Pd2(C6F5)4(μ-NHC6F5)2]2-~ and [Pd2(C6F5)4(μ-CH(CN)CN}2]2-have been determined by X-ray diffraction.

UR - https://www.scopus.com/pages/publications/0000175562

U2 - 10.1021/om980508z

DO - 10.1021/om980508z

M3 - Article

SN - 0276-7333

VL - 18

SP - 1177

EP - 1184

JO - Organometallics

JF - Organometallics

IS - 7

ER -

Reactivity of [{M(C6F5)2(µ-OH)}2]2- (M = Pd or Pt) Toward Aromatic Amines and Malononitrile

Resum

Accés al document

Altres arxius i enllaços

Fingerprint

Conjunts de dades

CCDC 119285: Experimental Crystal Structure Determination

CCDC 119284: Experimental Crystal Structure Determination

Com citar-ho