Skip to main content
. 2021 Jul 21;12(32):10883–10892. doi: 10.1039/d1sc02769g

Optimization of the dihydrosilylation reaction of alkynesa.

graphic file with name d1sc02769g-u1.jpg
Entry Si–H combinations 3 4 5
1b,c 2a 76% <5%
2c 2a 68% 29%
3 2a/2b = 1 : 1 ND 66% 34%
4 2a/2c = 1 : 1 ND >95% (92%) ND
5d 2a/2c = 1 : 1 ND >95% ND
a

Reaction conditions: 1a (0.4 mmol), EtMe2SiH (2a, 0.60 mmol), Si–H (2a–2c, 0.60 mmol), B(C6F5)3 (0.04 mmol), in dichloromethane (1.0 mL). Yields were determined by NMR analysis; isolated yield in parentheses.

b

5 mol% B(C6F5)3.

c

With 3.0 equiv. of 2a.

d

At −40 °C.