Double focusing sector mass spectrometer

The Gallenkamp melting point instrument was used to measure the melting points. Thin-layer chromatography (TLC) was conducted on Polygram SIL G/UV254 TLC plates, and the results were visualized with ultraviolet light at 254 nm and 350 nm. A Bruker DPX 400 superconducting NMR spectrometer was used to record the ¹H and ¹³C nuclear magnetic resonance (NMR) spectra, and the IR spectra were measured with a Jasco Fourier transform/IR-6300 FT-IR spectrometer. The Elementar Vario MICRO Cube was used for elemental analysis. Electron impact (EI) was used to determine mass analyses on a Thermo double-focusing sector (DFS) mass spectrometer. A Varian Cary 5 spectrometer and a Shimadzu UV2600 spectrophotometer were used in UV-vis studies. Utilizing X-ray microdiffraction and single-crystal X-ray diffractometers, Rigaku D/MAX Rapid II and Bruker X8 Prospector were used to determine the X-ray crystal structure.

Materials were obtained from commercial
suppliers (Sigma-Aldrich and Oakwood Chemical) and were used without
further purification unless otherwise stated. All solvents were purchased
from Fisher Scientific and dried by distillation under a nitrogen
atmosphere prior to use. All reactions were conducted under an inert
atmosphere (N₂) in oven-dried glassware with magnetic stirring.
Reactions were monitored by thin layer chromatography (TLC) performed
on 200 μm silica-gel plates from Millipore-Sigma. Flash column
chromatography was performed over Silicycle UltraPure silica gel (230–400
mesh). NMR spectra were obtained with a Bruker DPX 400 (¹H 400 MHz, ¹³C 100.6 MHz, ¹⁹F 376.6 MHz) in
CDCl₃ unless specified otherwise. Chemical shifts were
reported in parts per million (ppm, δ). Mass spectra were obtained
on a Thermo Double Focusing Sector (DFS) Mass Spectrometer.