Self-complementary nickel halides enable multifaceted comparisons of intermolecular halogen bonds: fluoride ligands vs other halides

Chemical Science
Vargini ThangavadivaleRobin N Perutz

Abstract

The syntheses of three series of complexes designed with self-complementary motifs for formation of halogen bonds between an iodotetrafluorophenyl ligand and a halide ligand at square-planar nickel are reported, allowing structural comparisons of halogen bonding between all four halides C6F4I···X-Ni (X = F, Cl, Br, I). In the series trans-[NiX(2,3,5,6-C6F4I)(PEt3)2] 1pX and trans-[NiX(2,3,4,5-C6F4I)(PEt3)2] (X = F, Cl, Br, I) 1oX, the iodine substituent on the benzene ring was positioned para and ortho to the metal, respectively. The phosphine substituents were varied in the series, trans-[NiX(2,3,5,6-C6F4I)(PEt2Ph)2] (X = F, I) 2pX. Crystal structures were obtained for the complete series 1pX, and for 1oF, 1oCl, 1oI and 2pI. All these complexes exhibited halogen bonds in the solid state, of which 1pF exhibited unique characteristics with a linear chain, the shortest halogen bond d(C6F4I···F-Ni) = 2.655(5) Å and the greatest reduction in halogen bond distance (I···F) compared to the sum of the Bondi van der Waals radii, 23%. The remaining complexes form zig-zag chains of halogen bonds with distances also reduced with respect to the sum of the van der Waals radii. The magnitude of the reductions follow the pattern F > Cl ∼ Br > ...Continue Reading

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Citations

Jul 12, 2019·Chemistry : a European Journal·Wee Shan TayPak-Hing Leung
Jun 25, 2019·Chemistry : a European Journal·Mariya A KryukovaVadim Yu Kukushkin
Dec 18, 2019·Chemistry : a European Journal·Markus JokschTorsten Beweries
Aug 9, 2019·Acta Crystallographica. Section E, Crystallographic Communications·Markus JokschTorsten Beweries
Aug 7, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jia Lu, Steve Scheiner
Dec 22, 2019·Materials·Vytor P OliveiraElfi Kraka
Sep 25, 2020·Chemistry : a European Journal·Vasily SivchikIgor O Koshevoy

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Methods Mentioned

BETA
NMR
X-ray

Software Mentioned

Olex2
SHELXS
97
CrysAlisPro
ABSPACK
Matlab
WSolids NMR Simulation Package
SHELX
SHELXL
EFGShield

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