Issue 19, 2013
From the journal:

Dalton Transactions

Tricarbonylrhenium complexes from 2-pyridyl-1,2,3-triazole ligands bearing a 4-substituted phenyl arm: a combined experimental and theoretical study†

Mariusz Wolff,*a   Luc Munoz,bc   Alison François,bc   Chantal Carrayon,bc   Achour Seridi,bc   Nathalie Saffon,d   Claude Picard,bc   Barbara Machura*a  and  Eric Benoist*bc  

* Corresponding authors

a Department of Crystallography, Institute of Chemistry, University of Silesia, 9th Szkolna St., 40-006 Katowice, Poland
E-mail: mwolff@us.edu.pl, basia@ich.us.edu.pl

b CNRS, Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, SPCMIB, UMR 5068, 118, route de Narbonne, F-31062 Toulouse cedex 9, France
E-mail: benoist@chimie.ups-tlse.fr

c Université de Toulouse, UPS, Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, SPCMIB, UMR 5068, 118, route de Narbonne, F-31062 Toulouse cedex 9, France

d Université de Toulouse, UPS and CNRS, Institut de Chimie de Toulouse, FR2599, 118, route de Narbonne, F-31062 Toulouse cedex 9, France

Abstract

Three new pyridyltriazole ligands (named pyta) bearing a 4-substituted phenyl arm (nitro- (2a), chloro- (2b) or aminophenyl (2c) moiety) have been synthesized using a convenient click chemistry strategy. The corresponding tricarbonylrhenium complexes 3a, 3b and 3c were prepared and fully characterized by means of NMR, IR and mass spectrometry, as well as X-ray crystallography for two of them (3a and 3b). The direct connection of a 4-substituted phenyl arm at the N1 position of the triazolyl ring has a significant influence on the geometry of both, the ligands and their corresponding Re-complexes. The dominant structural feature of these complexes concerns the crystal cohesion. Slip-stacked π–π interactions between two molecules of the complex were observed for 3a and 3b probably resulting from the co-planarity of the organic framework. Furthermore, a combined experimental study and DFT calculations showed that the nature of the pendant arm (X = NO2, NH2 or Cl) could affect the electronic properties of the Re-complexes. If the chloro- or aminophenyl moieties unmodified the photo-physical properties of the complexes 3b and 3c, the presence of a nitrophenyl arm for the complex 3a quenched the luminescence, due to a high probability of non-radiative deactivation.

Graphical abstract: Tricarbonylrhenium complexes from 2-pyridyl-1,2,3-triazole ligands bearing a 4-substituted phenyl arm: a combined experimental and theoretical study

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Article information

DOI
https://doi.org/10.1039/C3DT33071K
Article type
Paper
Submitted
21 Dec 2012
Accepted
21 Feb 2013
First published
22 Feb 2013

Dalton Trans., 2013,42, 7019-7031

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Tricarbonylrhenium complexes from 2-pyridyl-1,2,3-triazole ligands bearing a 4-substituted phenyl arm: a combined experimental and theoretical study

M. Wolff, L. Munoz, A. François, C. Carrayon, A. Seridi, N. Saffon, C. Picard, B. Machura and E. Benoist, Dalton Trans., 2013, 42, 7019 DOI: 10.1039/C3DT33071K

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