Reactions of Organometallics with Fluoroaromatic Compounds¹

Reproducible Synthesis of a Monofluorinated Trimesate: A Versatile Linking Ligand for the Construction of Lanthanide Coordination Polymers

“…[15] In our investigations we found that always the monopotassium salt is formed and not the free acid as given in the (12)(13)(14)(15) so that coordination polymers with a 1D structural motif are formed, whereas the LnO 9 polyhedra in 9-11 are connected to a 2D structural motif by the mfBTC 3-linker. The fluorine atom of the monofluorinated linker is disordered in all 14 compounds.…”

2,3,5,6‐Tetrafluoro‐p‐phenylenebis(phosphanes) – Preparation and Structure of an Electron‐Poor P–RF–P Linker

“…Owing to incomplete lithiation, the monosubstituted tetrafluorobenzene derivative is always obtained as a byproduct, but can be removed from the desired product by crystallization (Scheme 1). Compound 1 is obtained as a white solid showing a single 31 P NMR resonance at δ = 84.9 ppm as well as a single resonance in the 19 F NMR spectrum at δ = -141.6 ppm in solution, which shows no resolved coupling between 19 F and 31 P. Single crystals of 1 are obtained by crystallization from a cold 1,2-dimethoxyethane (dme)/pentane solution. In the crystal structure, the molecules are arranged around centers of symmetry.…”

“…1,2,4,5-tetrafluorobenzene was obtained from ABCR and used as received. ClP(NEt 2 ) 2 was prepared according to a modified procedure by King et al [30] Lithiation of the tetrafluorobenzene was carried out according to a modified procedure by Harper et al [31] NMR spectra were recorded with a Varian Unity Inova 400 and a Bruker Avance 300, operating at 1 H frequencies of 399.983 MHz and 300.132 MHz, respectively. 19 F NMR spectra for 1 were recorded with a Bruker Avance 500 spectrometer (470.740 MHz for 19 F).…”

The Kinetic Acidity of Oligofluorobenzenes Correlated with Their Gas Phase Deprotonation Energies

“…159-161 8C, 132-134 8C and 158-160 8C, respectively), [16] 2,3,4-, [17] 2,3,6-, [18] and 2,4,6-trifluorobenzoic acid (m.p. 115-117 8C, 126-127 8C and 141-142 8C, respectively), [19] 2,3,4,5-, [20] 2,3,4,6-, [21] and 2,3,5,6-tetrafluorobenzoic acid (m.p. 87-89 8C, 101-103 8C and 151-153 8C, respectively), [22] and pentafluorobenzoic acid [23] (m.p.…”