Substrate scope for transfer hydrogenation from BNAH to aromatic α,β-unsaturated aldehydes mediated by T-Sav:1 assemblya.
| |
|---|---|
| Aldehyde | % Estimated conversionb |
| Cinnamaldehyde (3) | 94 |
| p-Cl (8) | 94 |
| p-F (9) | >99 |
| p-Br (10) | 60 |
| p-OCH3 (11) | 69 |
| p-NO2 (12) | >99c |
| p-CH3 (13) | 76 |
a
Estimated conversion was determined by ratio of the corresponding 1H NMR peak integration (see ESI).
b
Reactions performed in a mixture 75 : 25 KPi 10 mM : MeOH at pH 7.0 using 1 equivalent of aldehyde (6.6 mM) and 5 equivalents of 4 (33 mM) with 1 mol% of T-Sav:1.
c
Reaction performed in a mixture of 9 : 1 KPi 10 mM : MeOH at pH 7.0 using 1 equivalent of aldehyde (6.6 mM) and 2 equivalents of 4 (13.2 mM). 1 mol% of T-Sav/M-Sav correspond to 66 nmol catalytic sites.