Issue 41, 2012
From the journal:

Dalton Transactions

Nickel complexes with “click”-derived pyridyl-triazoleligands: weak intermolecular interactions and catalytic ethylene oligomerisation†

David Schweinfurth,ab   Cheng-Yong Su,c   Shi-Chao Wei,c   Pierre Braunsteind  and  Biprajit Sarkar*ab  

* Corresponding authors

a Institut für Anorganische Chemie, Universität Stuttgart, Pfaffenwaldring 55, Stuttgart, Germany

b Institut für Chemie und Biochemie, Anorganische Chemie, Freie Universität Berlin, Fabeckstraße 34-36, Berlin, Germany
E-mail: biprajit.sarkar@fu-berlin.de

c Lehn Institute of Functional Materials, School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou, China

d Laboratoire de Chimie de Coordination, UMR CNRS 7177, Université de Strasbourg, 4 rue Blaise Pascal, F-67081 Strasbourg Cédex, France

Abstract

The ligands 1-(cyclohexyl)-4-(2-pyridyl)-1,2,3-triazole (1), 1-(2,6-diisopropylphenyl)-4-(2-pyridyl)-1,2,3-triazole (2), 1-(4-butoxyphenyl)-4-(2-pyridyl)-1,2,3-triazole (3) and 1-(methyl)-4-(2-pyridyl)-1,2,3-triazole (4) were synthesized by the Cu(I) catalyzed “Click” reaction between 2-pyridylacetylene and the corresponding azides. The ligands were then reacted with NiBr2·3H2O to generate the complexes (1)2NiBr2 (1a), (2)2NiBr2 (2a), (3)2NiBr2 (3a) and (4)2NiBr2 (4a). Structural characterization of 1a confirmed the mononuclear and distorted octahedral environment around the Ni(II) center, with the pyridyl-triazole ligands coordinating in a bis-chelating fashion. Bond length analysis inside the 1,2,3-triazole ring shows a short N[double bond, length as m-dash]N double bond that is flanked by two longer C–N and N–N bonds pointing to the existence of “azo” character in the ring. The highly polar five-membered 1,2,3-triazole ring makes its C–H bond acidic, and these bonds participate in an extended weak intermolecular C–H⋯Br interactions with the Br-groups of neighboring molecules, resulting in a 3-D network. The nickel complexes with these “Click” ligands were tested as pre-catalysts for ethylene oligomerization, and the complexes showed moderate activity in that reaction with good selectivity towards C4 oligomers.

Graphical abstract: Nickel complexes with “click”-derived pyridyl-triazole ligands: weak intermolecular interactions and catalytic ethylene oligomerisation

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Article information

DOI
https://doi.org/10.1039/C2DT31805A
Article type
Paper
Submitted
07 Jan 2012
Accepted
30 Aug 2012
First published
31 Aug 2012

Dalton Trans., 2012,41, 12984-12990

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Nickel complexes with “click”-derived pyridyl-triazole ligands: weak intermolecular interactions and catalytic ethylene oligomerisation

D. Schweinfurth, C. Su, S. Wei, P. Braunstein and B. Sarkar, Dalton Trans., 2012, 41, 12984 DOI: 10.1039/C2DT31805A

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