- Preparation of soluble and insoluble polymer supported IBX reagents.
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A series of soluble and insoluble polymer supported versions of the versatile oxidizing reagent IBX has been prepared. Each of the reagents were evaluated for their efficiency in the conversion of benzyl alcohol to benzaldehyde. Results from this study were that the soluble, non-crosslinked polystyrene supported IBX reagent gave the best rate of conversion to benzaldehyde, while the macroporous polymer supported IBX resin provided a superior rate of conversion to benzaldehyde when compared with a gel type resin. The macroporous IBX reagent was also shown to convert a series of alcohols to the corresponding aldehydes and ketones.
- Reed, Neal N,Delgado, Mercedes,Hereford, Kristina,Clapham, Bruce,Janda, Kim D
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p. 2047 - 2049
(2007/10/03)
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- Efficient Catalytic Cleavage of Reactive Phosphates by an o-Iodosobenzoate Functionalized Surfactant
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5-(N-(n-Hexadecyl)-N,N-dimethyl-N-(β-ethyloxy)ammonium)-2-iodosobenzoate, 1c, cleaved p-nitrophenyl diphenyl phosphate (PNPDPP), p-nitrophenyl diethyl phosphate (PNPDEP), and p-nitrophenyl isobutyl methylphosphonate (PNPIMP) in aqueous cetyltrimethylammonium chloride (CTACl) at pH 8 and 25 deg C.With 4E-5 M 1c in 2E-4 M CTACl, second-order cleavage rate constants (L/(M-s)) were PNPDPP, 28 500, PNPDEP, 0.865, and PNPIMP, 215.These represented kinetic advantages of 14700, 43600 and 846, respectively, over nonfunctional CTACl-catalyzed cleavages of the substrates.In the presence of excess PNPDPP at pH 8, catalyst 1c/CTACl "turned over" with k ca. 0.17 s-1 for the hydrolysis of the putative 1c-diphenyl phosphate intermediate.
- Moss, Robert A.,Kim, Kwang Yoo,Swarup, Shanti
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p. 788 - 793
(2007/10/02)
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