Table 3. Reduction of aryl trialkylammonium salt 4.

Entry	Ligand	Solvent	Reductant	Yield a 4a (%)
1	IMes·HCl	Dioxane	Et3Si–H	29
2	IMes·HCl	THF	Et3Si–H	27
3	IMes·HCl	DMF	Et 3 Si–H	56
4	SIMes·HCl	DMF	Et3Si–H	47
5	IPr*OMe·HCl	DMF	Et3Si–H	49
6	IMes·HCl	DMF	Et2HSi–H	54
7	IMes·HCl	DMF	Ph3Si–H	41
8	IMes·HCl	DMF	iPr3Si–H	24
9	IMes·HCl	DMF	Me(OTMS)2Si–H	18
10 b	IMes·HCl	DMF	Et3Si–H	60
11 c	IMes·HCl	DMF	Et 3 Si–H	64

^aDetermined by GCFID analysis of the crude mixture using tridecane as an internal standard.

^bReaction run at room temperature.

^cReaction run at 40 °C.