Skip to main content
. 2021 Apr 14;40(8):1086–1103. doi: 10.1021/acs.organomet.1c00059

Table 2. Catalytic TH of Carbonyl Compounds (0.1 M) to Alcohols with Complexes 8, 10, and 21 (S/C = 2000–10000) and NaOiPr (2 mol %) in 2-Propanol at 82 °C.

entry substrate complex S/C time conversiona (%) TOFb (h–1)
1 b 8 5000 20 h 96 700
2 b 10 5000 18 h 98 1800
3 b 21 5000 18 h 99 2500
4 c 8 10000 20 h 86 1800
5 c 10 10000 18 h 78 19000
6 c 21 10000 2 h 85 59000
7 d 8 5000 1.5 h 98 19000
8 d 10 5000 10 min 98 30000
9 d 21 5000 5 min 99 150000
10 e 8 2000 20 h 86c 1100
11 e 10 2000 18 h 98d 7000
a

Conversions have been determined by GC analyses.

b

Turnover frequency (moles of ketone converted to alcohol per mole of catalyst per hour) at 50% conversion.

c

Mixture of diastereoisomeric alcohols: (+)-neomenthol (58%), (+)-isomenthol (11%), (−)-menthol (15%), (+)-neoisomenthol (16%).

d

Mixture of diastereoisomeric alcohols: (+)-neomenthol (65%), (+)-isomenthol (11%), (−)-menthol (15%), (+)-neoisomenthol (9%).