A new synthetic route to the electron-deficient ligand tris(3,4,5-tribromopyrazol-1-yl)phosphine oxide.
The anionic tris(pyrazolyl)borates, or scorpionates, have proven to be extremely useful ligands. Neutral tris(pyrazolyl)methane ligands, however, are difficult to prepare and require numerous purification steps for a number of substitution patterns. We have previously outlined two different routes for accessing neutral tris(pyrazolyl) ligands. We describe here an adaptation of the previously published procedures for the synthesis of the electron-poor ligand tris(3,4,5-tribromopyrazol-1-yl)phosphine oxide, C9Br9N6OP. Similar electron-deficient ligands have been proven to unlock unique chemistry for the anionic scorpionates. The title perbrominated tris(pyrazolyl)phosphine oxide displays a network of halogen bonds in the solid state. All the bonds in the pyrazole ring are rather similar to the reported borate analogues, which makes this molecule promising as a ligand for applications where very electron-poor metal complexes are required.
Department of Chemistry and Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
Emmanuel
E
Nicolas
Laboratoire de Chimie Moléculaire, CNRS, Ecole Polytechnique, Université Paris-Saclay, 91128 Palaiseau Cedex, France.
Thibault
T
Cheisson
Department of Chemistry and Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
G Bas de
GB
Jong
Department of Chemistry and Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
Cornelis G J
CG
Tazelaar
Department of Chemistry and Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
J Chris
JC
Slootweg
crystal structure; electron-poor ligand; halogen bonding; scorpionate; trispyrazolylphosphine oxide