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. Author manuscript; available in PMC: 2025 Aug 25.
Published in final edited form as: Adv Synth Catal. 2024 Jan 9;366(4):1013–1018. doi: 10.1002/adsc.202301222

Table 2.

Hydroacyloxylation activity of Ru catalysts.

graphic file with name nihms-2105610-t0002.jpg
entry catalyst co-ligand yield[a] isomer ratio[b]
(E)-23 : (Z)-23 : 24
1 14 96% 61 : 36 : 3
2 15 1% 24 : 74 : 2
3 16 41% 68 : 25 : 7
4 16 11 29% 24 : 72 : 4
5 17 39% 35 : 59 : 6
6 18 25% 43 : 50 : 7
7 18 11 35% 31 : 66 : 3
8 19 79% 46 : 42 : 12
9 19 11 71% 12 : 88 : 0
10 20 64% 68 : 24 : 8
11 20 11 85% 22 : 70 : 8
12 21 [c] 56% 60 : 40 : 0
13 21 11 35% 17 : 83 : 0
14 9 100% 73 : 20 : 7
[a]

Combined yield of isomers (E)-23, (Z)-23, and 24, after chromatographic separation from other materials.

[b]

Vinylic ester isomers (E)-23, (Z)-23, and 24 were chromatographically inseparable. Isomer ratios were determined by 1H NMR integration of diagnostic alkene resonances in the product mixture, prior to chromatographic purification.

[c]

21=[CpRu(NCMe)3][PF6].