Volume 244, 2023

Solution and solid-state studies of hydrogen and halogen bonding with N-heterocyclic carbene supported nickel(ii) fluoride complexes

Abstract

Nickel fluoride complexes of the type [Ni(F)(L)2(ArF)] (L = phosphine, ArF = fluorinated arene) are well-known to form strong halogen and hydrogen bonds in solution and in the solid state. A comprehensive study of such non-covalent interactions using bis(carbene) complexes as acceptors and suitable halogen and hydrogen bond donors is presented. In solution, the complex [Ni(F)(iPr2Im)2(C6F5)] forms halogen and hydrogen bonds with iodopentafluorobenzene and indole, respectively, which have formation constants (K300) an order of magnitude greater than those of structurally related phosphine supported nickel fluorides. Co-crystallisation of this complex and its backbone-methylated analogue [Ni(F)(iPr2Me2Im)2(C6F5)] with 1,4-diiodotetrafluorobenzene produces halogen bonding adducts which were characterised by X-ray analysis and 19F MAS solid state NMR analysis. Differences in the chemical shifts between the nickel fluoride and its halogen bonding adduct are well in line with data that were obtained from titration studies in solution.

Graphical abstract: Solution and solid-state studies of hydrogen and halogen bonding with N-heterocyclic carbene supported nickel(ii) fluoride complexes

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
28 nov. 2022
Accepted
20 déc. 2022
First published
22 déc. 2022

Faraday Discuss., 2023,244, 62-76

Solution and solid-state studies of hydrogen and halogen bonding with N-heterocyclic carbene supported nickel(II) fluoride complexes

V. G. Thangavadivale, L. Tendera, R. Bertermann, U. Radius, T. Beweries and R. N. Perutz, Faraday Discuss., 2023, 244, 62 DOI: 10.1039/D2FD00171C

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