Beilstein J. Org. Chem.2026,22, 213–223, doi:10.3762/bjoc.22.15
rely on phosphate rock but instead uses biomass as a phosphorus source.
Keywords: diarylphosphates; phosphate esters; phosphate ester synthesis; phosphorus recovery; phytic acid; Introduction
Phytic acid (myo-inositol-1,2,3,4,5,6-hexakisphosphate, Scheme 1) is a phosphorus-rich molecule, which is
utilization in metal-chelating agents, flame retardants, and catalysts [3][6][7][8][9][10][11][12][13][14]. However, these applications involved the use of either phytic acid itself or its derivatives.
Our group has previously reported a method for synthesizing diarylphosphates using phosphoric acid as the
utilizing phytic acid as a phosphorus source has not been realized yet. Herein, we examined the syntheses of diarylphosphates using commercially available phytic acid and phytic acid extracted from rice bran.
Results and Discussion
Synthesis of diarylphosphates using commercial phytic acid
First
Beilstein J. Org. Chem.2020,16, 3008–3014, doi:10.3762/bjoc.16.250
these cases, the expected phenylated arenes 2j–l were isolated in the 50–64% range.
We were then intrigued to extend the scope of the reaction by focusing on a few ethyl diarylphosphates 3a–e. Gratifyingly, the formation of the symmetric biaryls 4 took place efficiently with the substrates bearing
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Graphical Abstract
Scheme 1:
Synthesis of biarenes via a) photogenerated triplet aryl cations and aryl radicals (PC = photocatal...