Table 2. Hydrogenation of benzanilide 2 to aniline 3 and benzyl alcohol 4 with manganese complex Mn-2: fine tuning of reaction conditions.

Entry a	T (°C)	Mn-2 (mol%)	KOtBu (mol%)	Conv. b (%)	3 b (%)	4 b (%)
1	120	1.5	8	>99	96	90
2	100	2	10	>99	96	90
3	100	2	8	95	88	80
4	100	2	5	29	24	24
5 c	100	2	10	58	57	44
6	100	1.5	10	79	67	60
7	80	2	10	18	8	—
8 d	100	2	10	—	—	—
9 e	100	2	10	—	—	—
10 f	100	2	10	63	53	50

^aStandard reaction conditions: benzanilide 2 (49.30 mg, 0.25 mmol), Mn-2 (1.5–2 mol%), KO^tBu (5–10 mol%), cyclohexane (2 mL), 15–30 bar of H₂, 100–120 °C over 16 h.

^bConversion of 2 and yields of 3 and 4 were calculated by GC using hexadecane as external standard.

^cRun at 15 bar of H₂.

^dRun with 2 mol% of ligand 1 in the absence of Mn-2 complex.

^eRun with 2 mol% of Mn(CO)₅Br in the absence of Mn-2 complex.

^fRun with 2 mol% of ligand 1 and 2 mol% of Mn(CO)₅Br.