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. 2022 May 20;122(14):12308–12369. doi: 10.1021/acs.chemrev.1c00862

Table 4. Rhodium Catalyzed Hydroformylation Using a 4 × 4 Library of 6-DPPAP (160ad) and 3-DPPICon (161ad) Derivatives (for Structures See Scheme 34)a with the Activity in TOFb and Selectivity in l:b Ratio Providedc.

  3-DPPIcon monomer
6-DPPAP monomer 161a (R = Ph) 161b (R = (4-MeOPh) 161c (R = 3,5-bis-CF3Ph) 161d (R = 4-FPh)
160a (R = Ph) 2425 1040 2732 2559
94:6 94:6 96:4 95:5
160b (R = 4-MeOPh) 2033 1058 1281 1772
93:7 92:8 96:4 94:6
160c (R = m-tolyl) 3537 1842 1808 2287
94:6 93:7 96:4 94:6
160d (R = 3,5-bis-CF3Ph) 7439 2695 7465 8643
94:6 95:5 94:6 94:6
a

Reaction conditions: [Rh(CO)2(acac)], [Rh]:(160):(161):1-octene = 1:10:10:7500, 10 bar H2/CO (1:1), toluene (c0(1-octene) = 2.91 M), 5 h. Catalyst preformation: 5 bar CO/H2 (1:1), 30 min, RT to 80 °C.

b

Turnover frequency (TOF) in molsubstrate/molcatalyst·h–1.

c

Regioselectivity in linear (l) to branched (b) (l:b) ratio.