507 pp tubes

All manipulations were carried out using standard Schlenk line or dry‐box techniques under an atmosphere of argon or dinitrogen. Solvents were degassed by sparging with argon and dried by passing through a column of the appropriate drying agent. NMR spectra were measured in [D₆]benzene (which was dried over potassium), with the solvent then being distilled under reduced pressure and stored under argon in Teflon valve ampoules. NMR samples were prepared under argon in 5 mm Wilmad 507‐PP tubes fitted with J. Young Teflon valves. ¹H, ³¹P{¹H}, ¹³C{¹H}, ¹¹B{¹H}, ¹⁹F{¹H} NMR spectra were measured on a Bruker Avance III HD nanobay 400 MHz or Bruker Avance 500 MHz spectrometer at ambient temperature and referenced internally to residual protio‐solvent (¹H) or solvent (¹³C) resonances and are reported relative to tetramethylsilane (δ=0 ppm). Assignments were confirmed using two‐dimensional ¹H‐¹H and ¹³C‐¹H NMR correlation experiments. Chemical shifts are quoted in δ (ppm) and coupling constants in Hz. Elemental analyses were carried out by Elemental Microanalysis Ltd, Okehampton, Devon, UK. Compound 1,^[15] B(C₆F₅)₃^[23] and KCH₂Ph^[24] were prepared by literature methods. All other reagents were used as received. The synthetic and characterizing data for H(PON) (2) and (PON)GaI₂ are included in the Supporting Information.

All manipulations were carried out using standard Schlenk line or dry-box techniques under an atmosphere of argon or dinitrogen. Solvents were degassed by sparging with argon and dried by passing through a column of the appropriate drying agent. NMR spectra were measured in benzene-d₆ (which was dried over potassium), with the solvent then being distilled under reduced pressure and stored under argon in Teflon valve ampoules. NMR samples were prepared under argon in 5 mm Wilmad 507-PP tubes fitted with J. Young Teflon valves. ¹H, ¹³C{¹H}, ¹¹B{¹H}, ¹⁹F{¹H} NMR spectra were recorded on Bruker Avance III HD nanobay 400 MHz or Bruker Avance 500 MHz spectrometer at ambient temperature and referenced internally to residual protio-solvent (¹H) or solvent (¹³C) resonances and are reported relative to tetramethylsilane (δ = 0 ppm). ¹⁹F resonances are referenced externally to CFCl₃. Assignments were confirmed using two-dimensional ¹H–¹H and ¹³C–¹H NMR correlation experiments. Chemical shifts are quoted in δ (ppm) and coupling constants in Hz. Elemental analyses were carried out by London Metropolitan University. (HCDippN)₂BBr was prepared by the literature method (see Supplementary Information S1). All other reagents were used as received.

The extraction of larger sample volumes for NMR was based on a method described previously^{22 (link),23 (link)}. Tissue homogenates were combined to give 5–10 mg of phospholipid per NMR sample. The samples of serum and prepared brain tissues from all groups were pooled and GCTU (250 µL) added to serum mixtures. Pooled solutions (5–8 mL) were diluted (DMT, 15 mL; Falcon tube) and made uniphasic (methanol, 15 mL). The mixture was agitated and diluted and made biphasic (dichloromethane, 10 mL) before centrifugation (3.2k × g, 2 min). The aqueous portion and any mesophasic solid was removed and discarded, and the organic solution dried under a flow of nitrogen. Samples were stored at −80 °C. Samples were dissolved in a modified^{22 (link)} form of the ‘CUBO’ solvent system^{43 (link)–46 (link)} (the amount of dueteriated dimethylformamide d₇-DMF was minimised). Stock solutions of the solvent consisted of dimethylformamide (3.5 mL), d₇-DMF (1.5 mL), triethylamine (1.5 mL) and guanidinium chloride (500 mg). Wilmad® 507PP tubes were used. Sample concentration was 5–10 mg lipids per sample (600 µL).