Synthesis of p-(o-formyl-hydroxyphenyl) cumic acid and Coupling to Wang Resin Solid-Support System for Formation of Catalase Mimic
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The initial components ofa catalase mimic have been constructed in order to support the metal catalytic center to function in the disproportionation ofhydrogen peroxide. A synthesis scheme was established for the production ofp-(o-formyl-hydroxyphenyl) cumic acid from p-isopropyl benzoic acid, which was used as the scaffolding ligand on a Wang resin solid support system. Also, the various components ofthe resin were assembled onto the solid support to create a strong attachment that optimizes space for future building ofa catalytic metal center. Comparisons through LCMS were used to distinguish coupling ability ofp-(o-formyl-hydroxyphenyl) and p-(o-formylacetylphenyl) cumic acid. Upon mass spectrometric analysis, the p-(o-formylhydroxyphenyl) cumic acid was able to successfully couple to the spacer ofthe resin. Results were inconclusive for the coupling ofp-(o-formyl-acetylphenyl) cumic acid. Additional coupling ofanother p-(o-formyl-acetylphenyl) cumic acid resin to 1,2- phenylenediamine proved to be efficient, but deacetylated the compound to reform the hydroxyl group. It can be concluded that the possible protection ofthe hydroxyl group is not needed for the coupling to 1,2-phenylenediamine and other coupling methods should be established for more effective coupling. The initial components on the resin have been established for further building of a catalase mimic.