Chemoselective enrichment for compound isolation
Chemoselective isolation of hydroxyl group-containing and carboxyl group-containing compounds is accomplished via formation of polymeric silyl ethers and polymeric siloxyl esters, respectively. Preparation of chemoselective polymeric reagents for capture of hydroxyl group containing compounds and carboxyl group containing compounds is described.
1. A polymeric reagent for use in the selective enrichment of hydroxyl-group-containing compounds from a mixture:
comprising a polymer having one or more functional groups of formula (CH 2 ) n —O—Si(R 1 )(R 2 )X covalently attached to the polymer
wherein
the functional group is capable of reacting with the hydroxyl group-containing compounds when the mixture containing the compounds contacts the reagent;
n is 1 to 4;
R 1 and R 2 are independently selected in each instance from the group consisting of C 1 -C 8 alkyl and C 3 -C 8 cycloalkyl; and
X is selected from the group consisting of Cl, Br, and OS(O) 2 CF 3 ; wherein the polymer is a polyolefin, polyamide, polyurethane, or polycarbonate.
2. A polymeric reagent for use in the selective enrichment of hydroxyl-group-containing compounds from a mixture:
comprising a polymer having one or more functional groups of formula (CH 2 ) n —O—Si(R 1 )(R 2 )X covalently attached to the polymer
wherein
the functional group is capable of reacting with the hydroxyl group-containing compounds when the mixture containing the compounds contacts the reagent;
n is 1 to 4;
R 1 and R 2 are independently selected in each instance from the group consisting of C 1 -C 8 alkyl and C 3 -C 8 cycloalkyl; and
X is selected from the group consisting of Cl, Br, and OS(O) 2 CF 3 ; wherein the polymeric reagent is a polystyrene of formula
wherein the ratio of b to a is from 1:99 to 1:1, and wherein the polystyrene is crosslinked with from 0.5 to 10.0% divinylbenzene.