Compound 2b

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Compound data: CIF

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

^MesTpCu(THF) (Schneider, J. L.; Carrier, S. M.; Ruggiero, C. E.; Young, V. G.; Tolman, W. B., J. Am. Chem. Soc., 120, 11408-11418, (1998)) (63.0 mg, 90.0 µmol) was dissolved in 1 mL fluorobenzene. To the stirring solution of ^MesTpCu(THF), was added dropwise a solution Ph₃CSNO (53.0 mg, 0.174 mmol) in 1 mL fluorobenzene at -40 ºC. The green solution immediately turned dark red. The resulting solution was kept at -40 ºC for 30 min and filtered over Celite. 4 mL cold pentane was layered on top of the solution at -40 ºC. Dark red crystals formed after standing at -40 °C overnight which were collected and dried under vacuum to give 50.0 mg (59% yield) of product. ¹H NMR (dichloromethane-d₂, 300 MHz, -35 °C): δ 7.77 (d, 3, NCH), 7.27-7.14 (m, 9, ArH), 6.47 (s, 6, p-ArH), 6.25 (d, 3, CH), 1.89 (s, 9, CH3), 1.81 (s, 18, CH₃); The ¹⁵N-labeled ^MesTpCu(κ¹-¹⁵N(O)SCPh₃) was prepared with Ph₃CS¹⁵NO using similar procedure. ¹⁵N NMR (dichloromethane-d₂, 40.5 MHz, -35 °C) δ 566.1 ppm vs. NH₃ (Supplementary Figure S2A); IR (ATR, ca. -40 °C) 1424 cm^-1 (NO stretch) which shifts to 1399 cm^-1 with Ph₃CS¹⁵NO (Supplementary Figure S2C).