COMMUNICATIONS
Manganese-Catalyzed and Promoted Reactions of H-Phosphinate Esters
were recorded at 121 or 162 MHz, and chemical shifts re-
ported (in parts per million) relative to external 85% phos-
phoric acid (d=0.0 ppm). Flash chromatography experi-
ments were carried out on Silica Gel premium Rf grade (40–
75 mm). Ethyl acetate/hexane mixtures were used as the
eluent for chromatographic purifications.TLC plates were
visualized by UV, iodine or immersion in permanganate po-
tassium (3 g KMnO4, 20 gK2CO3, 5 mL 5% aqueous NaOH
and 300 mL of water) followed by heating. High resolution
mass spectra (HR-MS) were obtained either by direct probe
(EI/CI) and analyzed by magnetic sector, or by electrospray
using a TOF analyzer.
ethyl acetate 9:1 to 6:4) to afford the product as colorless
oil; yield: 86 mg (65%).
Acknowledgements
This material is based upon work supported by the National
Science Foundation under Grant No. 1262254.
References
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To a selected H-phosphinate (1.2 mmol, 1.2 equiv.) either
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General Procedure for MnACHTNUTRGNEUNG(OAc)3-Promoted
Arylation of H-Phosphinates
To a solution of cyclohexyl octyl-H-phosphinate (260 mg,
1 mmol, 1 equiv.) in a mixture of acetic acid and benzene
(2.5 mL:2.5 mL) was added MnACHTNUTRGNEUNG(OAc)3·2H2O (536 mg,
2 mmol, 2 equiv.) and sodium acetate (164 mg, 2 mmol,
2 equiv.). The suspension was stirred for 24 h at 1008C
under N2. 100 mL of ethyl acetate were added and the sus-
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layer was washed with aqueous solutions of Na2S2O4 0.5M,
NaHCO3 and brine, dried over MgSO4, filtered and concen-
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Intramolecular Arylation of H-Phosphinates
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