Table 1.
Hydrodefluorination optimisation.[a]
|
| |||
|---|---|---|---|
|
Entry |
Variation from optimized conditions (above) |
Yield [%] |
Selectivity CF2H : CFH2 (1 b : 1 c) |
|
1 |
None |
76 |
25 : 1 |
|
2 |
No TMSCl |
64 |
7 : 1 |
|
3 |
1 F not 2 F |
47 |
>25 : 1 |
|
4 |
Bu4NCl not Bu4NBr |
71 |
10 : 1 |
|
5 |
+ Ni foil not Pt |
50 |
20 : 1 |
|
6 |
– Pt not Ni foil |
72 |
5 : 1 |
|
7 |
– C not Ni foil |
20 |
5 : 1 |
|
8 |
Me‐THF not MeCN |
n.d |
n/a |
|
9 |
DMF not MeCN |
n.d |
n/a |
|
10 |
Me3PhNPF6 not Et4NPF6 |
<5 % |
n/a |
|
11 |
Bu4NClO4 not Et4NPF6 |
71 |
20 : 1 |
|
12 |
KPF6 not Et4NPF6 |
n.d |
n/a |
[a] See Supporting Information for full details. 19F NMR yields. Ratios in brackets correspond to ArCF2H : ArCFH2 determined from crude 19F NMR, n.d.=not‐detected.