Table 2. Yield and Regioselectivity of Thallium(I) Dihydrobis(pyrazolyl)borate Complexes (2a–fTl)a.
Pyrazole | R3 | R4 | R5 | BpxTl (2Tl) Yield (%)b |
---|---|---|---|---|
1a | tBu | H | H | 90 |
1b | tBu | Br | H | 87 |
1c | tBu | NO2 | H | 92 |
1f | Ms | Br | H | 76c |
Reaction conditions: 1a–c (10.1 mmol), NaH (10.1 mmol), toluene (50 mL) 30 min at 0 °C, BH2Cl·SMe2 (5 mmol) 24 h at rt. Evaporation and addition of THF (30 mL), TlOAc (7.5 mmol), 2 h at rt.
Isolated yield.
20.1 mmol of 1f and NaH (4.02 equiv) were used.