Triethyloxonium tetrafluoroborate

1-Octadecene (ODE, technical grade, 90%),
triethyloxonium tetrafluoroborate ([Et₃O][BF₄], ≥97.0%), acetonitrile (ACN, 99.8%, anhydrous), chloroform
(≥99%, anhydrous), and methanol (≥99.9%, anhydrous)
were purchased from Sigma-Aldrich. Oleic acid (extra pure), trifluoroacetic
acid (HTFA, ≥99.0%, for HPLC), trifluoroacetic anhydride (TFAA,
≥99.0%), lithium carbonate (Li₂CO₃, 99.999%,
trace metal basis), yttrium oxide (Y₂O₃, 99.9999%,
REO), and ytterbium oxide (Yb₂O₃, 99.998%, REO)
were purchased from Fisher Scientific. Toluene (≥99.8%, anhydrous)
and ethanol (≥99.8%, anhydrous) were purchased from VWR Chemicals.
Hexane (>96.0%, anhydrous) was purchased from TCI. Deuterium oxide
(D₂O, >99.90% D) was purchased from Fluorochem Ltd.
All chemicals were used as received unless specified differently.
All manipulations were performed under a N₂ atmosphere
using standard Schlenk line techniques or a nitrogen-filled glove
box (<0.1 ppm H₂O; <0.1 ppm O₂) unless
otherwise mentioned.
Milli-Q water was obtained from a Milli-Q
Advantage A10 system
(Merck Millipore, 18.2 MΩ·cm, 2 ppb TOC).

Indium(III) chloride (InCl₃, 99.999%,
Sigma-Aldrich), zinc(II) chloride (ZnCl₂, 99.999%, Sigma-Aldrich),
tris(dimethylamino)arsine (amino-As, 99%, Strem), alane N,N-dimethylethylamine complex solution
(DMEA-AlH₃, 0.5 M solution in toluene, Sigma-Aldrich),
triethyloxonium tetrafluoroborate (Et₃OBF₄,
97%, Sigma-Aldrich), oleylamine (OA, 98%, Sigma-Aldrich), trioctylamine
(TOA, 98%, Sigma-Aldrich), dioctylamine (DOA, 97%, Sigma-Aldrich),
tri-n-octylphosphine (TOP, 97%, Strem), oleic acid
(90%, Sigma-Aldrich), octadecylphosphonic acid (>99%, PCI
synthesis),
toluene (anhydrous, 99.8%, Sigma-Aldrich), ethanol (anhydrous, 99.8%,
Sigma-Aldrich), toluene-d₈ (anhydrous,
99.6%, Sigma-Aldrich), ethyl acetate (anhydrous, 99.8%, Sigma-Aldrich),
hexane (anhydrous, 95%, Sigma-Aldrich), and N,N-dimethylformamide (DMF, anhydrous, 99.8%, Sigma-Aldrich)
were used without further purification.