Skip to main content
. Author manuscript; available in PMC: 2015 May 21.
Published in final edited form as: Org Biomol Chem. 2014 May 21;12(19):3026–3036. doi: 10.1039/c4ob00115j

Table 3.

Influence of the phosphine oxide ligands on the catalyst performance in the N-oxidation of 1a

Entry Ligand TON
1b H3PO4 11
2 Ph3PO 12
3 (p-FC6H4)3PO 14.6
4 [3,5-(CF3)2C6H3]3PO 6.9
5 Me2PhPO 7.5
6 tBuPh2PO 8.9
7 (o-Tol)3PO 1.8
8 o-C6H4(PPh2O)2 1
9 Et3PO 12.9
10 (Me2N)3PO 8.1
11c dppe-dioxide 3.9
12c dppm-dioxide 2.2
13c binap-dioxide 2.1
a

Reaction conditions: 1 (1.4 mmol), MoO3 (5 mol%), ligand (5 mol%) CH3CN (1 mL), H2O2 (30% aq. solution, 4 equiv.), 50 °C, 4 h.

b

1.25 mol% H3PO4 was used.

c

dppe = 1,2-bis(diphenylphosphino)-ethane, dppm = bis(diphenylphosphino)methane, binap = 2,2′-bis-(diphenylphosphino)-1,1′-binaphthyl.