Table 1. Reaction Optimization for HDF of Pentafluoropyridine (1)^a.

entry	PR3	PR3 mol %	silane	silane equiv.	solvent	temp./°C	time/h	yield of 2/%
1	PiPr3	10	PhSiH3	1	o-C6H4F2	60	18	26
2	PiPr3	10	PhSiH3	1	MeCN	60	44	76
3	PiPr3	10	Ph2SiH2	1	MeCN	20	18	84
4	PiPr3	10	Ph3SiH	2	MeCN	20	18	2
5	PnBu3	10	PhSiH3	1	MeCN	60	2	100
6	PnBu3	10	Ph2SiH2	1	MeCN	20	0.33	93
7	PnBu3	10	Ph3SiH	2	MeCN	20	18	6
8	PnBu3	10	Ph2SiH2	0.55	MeCN	20	3	87
9	PnBu3	5	Ph2SiH2	1	MeCN	20	1	93
10	PnBu3	1	Ph2SiH2	1	MeCN	20	18	83

^aNMR yields determined by integration of ¹⁹F NMR spectra using trifluorotoluene as an internal standard (see Supporting Information).