Unless otherwise stated, all reactions were carried out strictly under anhydrous conditions and under N2 or Ar atmosphere. Reaction solvents were distilled over CaH2 or obtained from a solvent purification system directly before use. All NMR data were collected on either 300, 400, or 600 MHz spectrometer. For F NMR yield determination, a,a,a-trifluorotoluene (or fluorobenzene) in CDCl3 was introduced after each reaction as an internal standard, and the d1 relaxation delay was increased to 20 s during data collection. The 1 H, C, and F NMR chemical shifts are given in parts per million (d) and calibrated to either residual solvent signal ( 1 H and 13 C), a,a,atrifluorotoluene (d = -62.61 ppm in CDCl3), or fluorobenzene (d = -112.96 in CDCl3). NMR data are reported in the following fashion: chemical shift (integration, multiplicity (s = singlet, d = doublet, quint = quintet, dt = doublet of triplets, dd = doublet of doublets, m = multiplet), coupling constants (Hz)). IR data were collected on a Bruker Tensor 27 FT-IR spectrometer with ATR-IR attachment. HRMS data was collected on a Thermo Fisher Scientific Q Exactive GC Orbitrap (DIP measurement performed with Thermo direct inlet controller with isobutene for the chemical ionization). The disulfide starting materials for compounds 6, 8, and 15 were obtained from Sigma-Aldrich or Oakwood Chemicals. The thiol and disulfide starting materials for compounds 7, 9, 10, 11, 12, 13, 14, 16, and 17 were synthesized according to literature protocols, which are provided herein for convenience. The ArSF4Cl starting materials were synthesized according to literature protocols. PFA vessels for the isolation of ArSF4Cl compounds were purchased from Savillex.