New N-pyrazole, P-phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl2(N,P)] core

Miguel Guerrero; Sergio Muñoz; Josep Ros; Teresa Calvet; Mercè Font-Bardía; Josefina Pons

doi:10.1016/j.jorganchem.2015.10.007

New N-pyrazole, P-phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl₂(N,P)] core

Miguel Guerrero, Sergio Muñoz, Josep Ros, Teresa Calvet, Mercè Font-Bardía, Josefina Pons

Research output: Contribution to journal › Article › Research › peer-review

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Abstract

© 2015 Elsevier B.V. All rights reserved. Two new N-pyrazole, P-phosphine hybrids ligands: 1-[2-(diphenylphosphanyl)methyl]-3,5-dimethylpyrazole (LP1) and 1-[2-(diphenylphosphanyl)propyl]-3,5-dimethylpyrazole (LP3) are presented. The reaction of these two ligands and two other ligands reported in the literature: 1-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole (LP2) and 1-[2-(diphenylphosphanyl)ethyl]-3,5-diphenylpyrazole (LP4) with [PdCl2(CH3CN)2] yield [PdCl2(LP)] (LP = LP1 (1), LP2 (2), LP3 (3) and LP4 (4)) complexes. All complexes are fully characterised by analytical and spectroscopic methods and the resolution of the crystal structure of complexes 2 and 3 by single crystal X-ray diffraction is also presented. In these complexes the ligands are coordinated to Pd(II) via κ2(N,P) forming metallocycles of six (2) and seven (3) members and finish their coordination with two cis-chlorine atoms. Finally, complex 2 is studied in the palladium-catalysed C-C coupling reaction, being active even for aryl chlorides substrates.

Original language	English
Pages (from-to)	257-264
Journal	Journal of Organometallic Chemistry
Volume	799-800
Issue number	800
DOIs	https://doi.org/10.1016/j.jorganchem.2015.10.007
Publication status	Published - 15 Dec 2015

Keywords

Catalysis
N,P-hybrid ligand
Palladium (II)
Phosphine
Pyrazole
X-ray crystal structures

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10.1016/j.jorganchem.2015.10.007

CCDC 1411685: Experimental Crystal Structure Determination
Guerrero, M. (Creator), Muñoz, S. (Creator), Ros, J. (Creator), Calvet, T. (Creator), Font-Bardía, M. (Creator) & Pons Picart, J. (Creator), Cambridge Crystallographic Data Centre, 9 Jul 2015
DOI: 10.5517/cc1jcz73, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc1jcz73&sid=DataCite
Dataset
CCDC 1411684: Experimental Crystal Structure Determination
Guerrero, M. (Creator), Muñoz, S. (Creator), Ros, J. (Creator), Calvet, T. (Creator), Font-Bardía, M. (Creator) & Pons Picart, J. (Creator), Cambridge Crystallographic Data Centre, 2 Jul 2015
DOI: 10.5517/cc1jcz62, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc1jcz62&sid=DataCite
Dataset

Cite this

@article{24082652ee1b4eefb7fd7281dfd4c03b,

title = "New N-pyrazole, P-phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl2(N,P)] core",

abstract = "{\textcopyright} 2015 Elsevier B.V. All rights reserved. Two new N-pyrazole, P-phosphine hybrids ligands: 1-[2-(diphenylphosphanyl)methyl]-3,5-dimethylpyrazole (LP1) and 1-[2-(diphenylphosphanyl)propyl]-3,5-dimethylpyrazole (LP3) are presented. The reaction of these two ligands and two other ligands reported in the literature: 1-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole (LP2) and 1-[2-(diphenylphosphanyl)ethyl]-3,5-diphenylpyrazole (LP4) with [PdCl2(CH3CN)2] yield [PdCl2(LP)] (LP = LP1 (1), LP2 (2), LP3 (3) and LP4 (4)) complexes. All complexes are fully characterised by analytical and spectroscopic methods and the resolution of the crystal structure of complexes 2 and 3 by single crystal X-ray diffraction is also presented. In these complexes the ligands are coordinated to Pd(II) via κ2(N,P) forming metallocycles of six (2) and seven (3) members and finish their coordination with two cis-chlorine atoms. Finally, complex 2 is studied in the palladium-catalysed C-C coupling reaction, being active even for aryl chlorides substrates.",

keywords = "Catalysis, N,P-hybrid ligand, Palladium (II), Phosphine, Pyrazole, X-ray crystal structures",

author = "Miguel Guerrero and Sergio Mu{\~n}oz and Josep Ros and Teresa Calvet and Merc{\`e} Font-Bard{\'i}a and Josefina Pons",

year = "2015",

month = dec,

day = "15",

doi = "10.1016/j.jorganchem.2015.10.007",

language = "English",

volume = "799-800",

pages = "257--264",

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TY - JOUR

T1 - New N-pyrazole, P-phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl2(N,P)] core

AU - Guerrero, Miguel

AU - Muñoz, Sergio

AU - Ros, Josep

AU - Calvet, Teresa

AU - Font-Bardía, Mercè

AU - Pons, Josefina

PY - 2015/12/15

Y1 - 2015/12/15

N2 - © 2015 Elsevier B.V. All rights reserved. Two new N-pyrazole, P-phosphine hybrids ligands: 1-[2-(diphenylphosphanyl)methyl]-3,5-dimethylpyrazole (LP1) and 1-[2-(diphenylphosphanyl)propyl]-3,5-dimethylpyrazole (LP3) are presented. The reaction of these two ligands and two other ligands reported in the literature: 1-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole (LP2) and 1-[2-(diphenylphosphanyl)ethyl]-3,5-diphenylpyrazole (LP4) with [PdCl2(CH3CN)2] yield [PdCl2(LP)] (LP = LP1 (1), LP2 (2), LP3 (3) and LP4 (4)) complexes. All complexes are fully characterised by analytical and spectroscopic methods and the resolution of the crystal structure of complexes 2 and 3 by single crystal X-ray diffraction is also presented. In these complexes the ligands are coordinated to Pd(II) via κ2(N,P) forming metallocycles of six (2) and seven (3) members and finish their coordination with two cis-chlorine atoms. Finally, complex 2 is studied in the palladium-catalysed C-C coupling reaction, being active even for aryl chlorides substrates.

AB - © 2015 Elsevier B.V. All rights reserved. Two new N-pyrazole, P-phosphine hybrids ligands: 1-[2-(diphenylphosphanyl)methyl]-3,5-dimethylpyrazole (LP1) and 1-[2-(diphenylphosphanyl)propyl]-3,5-dimethylpyrazole (LP3) are presented. The reaction of these two ligands and two other ligands reported in the literature: 1-[2-(diphenylphosphanyl)ethyl]-3,5-dimethylpyrazole (LP2) and 1-[2-(diphenylphosphanyl)ethyl]-3,5-diphenylpyrazole (LP4) with [PdCl2(CH3CN)2] yield [PdCl2(LP)] (LP = LP1 (1), LP2 (2), LP3 (3) and LP4 (4)) complexes. All complexes are fully characterised by analytical and spectroscopic methods and the resolution of the crystal structure of complexes 2 and 3 by single crystal X-ray diffraction is also presented. In these complexes the ligands are coordinated to Pd(II) via κ2(N,P) forming metallocycles of six (2) and seven (3) members and finish their coordination with two cis-chlorine atoms. Finally, complex 2 is studied in the palladium-catalysed C-C coupling reaction, being active even for aryl chlorides substrates.

KW - Catalysis

KW - N,P-hybrid ligand

KW - Palladium (II)

KW - Phosphine

KW - Pyrazole

KW - X-ray crystal structures

U2 - 10.1016/j.jorganchem.2015.10.007

DO - 10.1016/j.jorganchem.2015.10.007

M3 - Article

SN - 0022-328X

VL - 799-800

SP - 257

EP - 264

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 800

ER -

New N-pyrazole, P-phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl2(N,P)] core

Abstract

Keywords

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Datasets

CCDC 1411685: Experimental Crystal Structure Determination

CCDC 1411684: Experimental Crystal Structure Determination

Cite this

New N-pyrazole, P-phosphine hybrid ligands and their reactivity towards Pd(II): X-ray crystal structures of complexes with [PdCl₂(N,P)] core