Jms hx 110 110a

All manipulations were performed under either a dry nitrogen or argon atmosphere using standard Schlenk techniques. Tetrahydrofuran (THF) was distilled from sodium and benzophenone under a nitrogen atmosphere. Elemental analyses were performed using a Carlo Erba Instruments CHNS-O EA 1108 analyzer. High-resolution tandem mass spectrometry (JMS-HX 110/110A, Jeol Ltd.) data were acquired at the Korean Basic Science Institute. ¹H, ¹¹B, and ¹³C NMR spectra were recorded using a Bruker 600 spectrometer operating at 600.1, 150.9, and 192.6 MHz, respectively. All ¹¹B chemical shifts were referenced to BF₃·O(C₂H₅)₂ (0.0 ppm), with a negative sign indicating an upfield shift. All proton and carbon chemical shifts were measured relative to the internal residual CHCl₃ in the lock solvent (99.9% CDCl₃). Decaborane was purchased from Katchem. N,N-dimethylaniline, 1,2-diphenylacetylene, n-BuLi (2.5 M in hexane), and chromium hexacarbonyl [Cr(CO)₆] were purchased from Aldrich Chemicals.

All solvents and reagents were commercially purchased and used without further purification unless otherwise stated. All glassware were oven-dried and kept in a desiccator before use. Thin-layer chromatography (TLC) was used to monitor the progress of the reaction. TLC results were analyzed at 254 nm and 360 nm under ultraviolet lamp. The reaction products were isolated and purified by column chromatography (silica gel 200–230 mesh). Characterization of the products at each stage by NMR spectroscopy, ¹H, and ¹³C NMR spectra were recorded on Bruker Avance II spectrometer in CDCl₃ (400 MHz for ¹H and 100 MHz for ¹³C); chemical shifts are expressed in ppm, versus internal tetramethyl silane (TMS) = 0 for ¹H and ¹³C. Coupling constants (J) are given in Hz. The molecular weight by MS-ESI (Jeol Ltd. JMS-HX 110/110A) was performed.