Halogen Bonds in 2,5-Dihalopyridine-Copper(I) Halide Coordination Polymers
von Essen, C., Rissanen, K., & Puttreddy, R. (2019). Halogen Bonds in 2,5-Dihalopyridine-Copper(I) Halide Coordination Polymers. Materials, 12(20), Article 3305. https://doi.org/10.3390/ma12203305
Published in
MaterialsDate
2019Copyright
© 2019 by the authors.
Two series of 2,5-dihalopyridine-Cu(I)A (A = I, Br) complexes based on 2-X-5-iodopyridine and 2-X-5-bromopyridine (X = F, Cl, Br and I) are characterized by using single-crystal X-ray diffraction analysis to examine the nature of C2−X2···A–Cu and C5−X5···A–Cu halogen bonds. The reaction of the 2,5-dihalopyridines and Cu(I) salts allows the synthesis of eight 1-D coordination polymers and a discrete structure. The resulting Cu(I)-complexes are linked by C−X···A–Cu halogen bonds forming 3-D supramolecular networks. The C−X···A–Cu halogen bonds formed between halopyridine ligands and copper(I)-bound halide ions are stronger than C−X···X’–C interactions between two 2,5-dihalopyridine ligands. The C5−I5···I–Cu and C5−Br5···Br–Cu halogens bonds are shorter for C2-fluorine than C2-chlorine due to the greater electron-withdrawing power of fluorine. In 2,5-diiodopyridine-Cu(I)Br complex, the shorter C2−I2···Br–Cu [3.473(5) Å] distances are due to the combined polarization of C2-iodine by C2−I2···Cu interactions and para-electronic effects offered by the C5-iodine, whilst the long halogen bond contacts for C5−I5···Br–Cu [3.537(5) Å] are indicative that C2-iodine has a less para-electronic influence on the C5-iodine. In 2-fluoro-5-X-pyridine-Cu(I) complexes, the C2-fluorine is halogen bond passive, while the other C2-halogens in 2,5-dihalopyridine-Cu(I), including C2-chlorine, participate in halogen bonding interactions.
...


Publisher
MDPIISSN Search the Publication Forum
1996-1944Keywords
Publication in research information system
https://converis.jyu.fi/converis/portal/detail/Publication/33230062
Metadata
Show full item recordCollections
Related funder(s)
Academy of FinlandFunding program(s)
Postdoctoral Researcher, AoF
Additional information about funding
The authors kindly acknowledge the Academy of Finland (Project numbers RP: 298817) and the University of Jyväskylä for financial support.License
Related items
Showing items with similar title or keywords.
-
Hydrogen and Halogen Bond Mediated Coordination Polymers of Chloro-Substituted Pyrazin-2-Amine Copper(I) Bromide Complexes
Mailman, Aaron; Puttreddy, Rakesh; Lahtinen, Manu; Svahn, Noora; Rissanen, Kari (MDPI AG, 2020)A new class of six mono- (1; 3-Cl-, 2; 5-Cl-, 3; 6-Cl-) and di-(4; 3,6-Cl, 5; 5,6-Cl-, 6; 3,5-Cl-) chloro-substituted pyrazin-2-amine ligands (1–6) form complexes with copper (I) bromide, to give 1D and 2D coordination ... -
Strong N−X···O−N Halogen Bonds: Comprehensive Study on N‐Halosaccharin Pyridine N‐oxide Complexes
Puttreddy, Rakesh; Rautiainen, Mikko; Mäkelä, Toni; Rissanen, Kari (Wiley-VCH Verlag, 2019)A detailed study of the strong N−X⋯−O−N+ (X = I, Br) halogen bonding interactions in solution and in the solid‐state reports 2×27 donor×acceptor complexes of N‐halosaccharins and pyridine N‐oxides (PyNO). Density Functional ... -
Molecular Complexes Featuring Unsupported Dispersion-Enhanced Aluminum–Copper and Gallium–Copper Bonds
Mears, Kristian L.; Stennett, Cary R.; Taskinen, Elina K.; Knapp, Caroline E.; Carmalt, Claire J.; Tuononen, Heikki M.; Power, Philip P. (American Chemical Society (ACS), 2020)The reaction of the copper(I) β-diketiminate copper complex {(Cu(BDIMes))2(μ-C6H6)} (BDIMes = N,N′-bis(2,4,6-trimethylphenyl)pentane-2,4-diiminate) with the low-valent group 13 metal β-diketiminates M(BDIDip) (M = Al or ... -
Spectroscopic, crystal structural, theoretical and biological studies of phenylacetohydrazide Schiff base derivatives and their copper complexes
El-Medani, Samir M.; Makhlouf, Abdelmoneim A.; Moustafa, Hussein; Afifi, Manal A.; Haukka, Matti; Ramadan, Ramadan M. (Elsevier, 2020)Two phenylacetohydrazide Schiff base derivatives: N’-(1-(2-hydroxyphenyl)ethylidene)-2-phenylacetohydrazide, HL1, and N’-((1-hydroxynaphthalen-2-yl)methylene)-2-phenylacetohydrazide, HL2, were synthesized. HL1 dimerizes ... -
Halogen bonds in 2,5-dihalopyridine-copper(II) chloride complexes
Puttreddy, Rakesh; von Essen, Carolina; Peuronen, Anssi; Lahtinen, Manu; Rissanen, Kari (Royal Society of Chemistry, 2018)Ten coordination complexes obtained through a facile reaction between 2,5-dihalopyridines and copperIJII) chloride (CuCl2) are characterized using single crystal X-ray diffraction. Two series of dihalopyridine complexes based ...