Polystyrene chlorosulfonylated

Methyl chloride-polystyrene, 56, 96 Methyl chloroformate, 59,195 Methyl (chlorosulfonyl)carbamate, 56,40 Methyl cyanoacetate, 56, 63 Methyl 2-(l-cyanocyclohexyl)diazene-carboxylate, 58, 102, 106... 

Isocyanate, chlorosulfonyl-, 56, 41 Isocyanate, 2-propyl-, 56, 96 Isocyanide, benzyl-, 55, 98 Isocyanide, butyl-, 55, 98 ISOCYANIDE, tert-bulyl-, 55, 96 Isocyanide, cyclohexyl, 55, 98 Isocyanide, dodecanyl-, 55, 98 Isocyanide, ethyl-, 55, 98 Isocyanide, methyl-, 55, 98 Isocyanide, phenyl-, 55, 98 Isophorone, 57, 113 Isopropenyl acetate, 57, 113 Isopropyl alcohol, 58, 78,157 Isopropyl ether, 58, 45, 52 Isopropyl fluoride,58,78 Isopropylurea-polystyrene, 56, 96 Isoquinohne, 56, 20... 

Sulfonamides prepared from 9-(chlorosulfonyl)anthracene and polystyrene-bound primary amines can be converted into amides by N-acylation of the sulfonamide (carboxylic acid anhydride, DMAP, pyridine, THF, 24 h) followed by nucleophilic desulfo-nylation with neat 1,3-propanedithiol/DIPEA [213] (Entry 4, Table 10.13). An example of the use of sulfonamides as linkers for amines is given in Table 3.23. 

Another organic polymer-supported version of the Noyori-Ikariya catalyst has been developed by attaching enantiomerically pure C2-symmetrical 1,2-diamines on chlorosulfonylated polystyrene under conditions preferentially leading to monosul-fonylation (Fig. 44) [127]. The obtained chiral functional resins were converted to the Ru(II) catalyst 149 and used in the TH of alkyl aryl ketones with FA-TEA azeotrope. Due to a high functionalisation level of catalytic resin, excellent activities and enantioselectivities were obtained with an S/C ratio as high as 150 the mean ee value of the resulting alcohols was 95 %, while conversions mostly reached 99 %. 

Similar polymeric chiral ligand of N-sulfonylated amino alcohol (171) was developed by Gau et al. [74]. The polymeric chiral ligand (171) was prepared by two methods chemical modification method and polymerization method (Scheme 19.35). Chemical modification of chlorosulfonylated polystyrene with chiral amino alcohol, (1R,2S)-2-amino-1,3-dipheny 1-1-propanol, afforded (171). The copolymerization of the chiral N-sulfonylated amino alcohol monomer with styrene in the presence of divinylbenzene also yielded the polymer (171). These polymers were complexed with Ti(O Pr)4 to apply to ZnEt2 addition to benzaldehyde. Higher enantioselectivity was obtained by using (171) prepared by polymerization method. 

Styrene, dissolved in 1,2-dichloroethane, was treated with chlorosulfonic acid (0.001 mol) in 1,2-dichloroethane at 30-35 °C (1 hour) and the mixture was steam distilled to yield oligomeric polystyrene (MW 3700, 72%). Chlorosulfonation of a styrene-divinylbenzene (8%) copolymer was achieved by reaction with chlorosulfonic acid in 1,2-dichloroethane 0-20 °C for 12 hours. The optimum conditions involved the use of a large excess of the reagent (10 equivalents) at 20 °C for 7 hours, which afforded the chlorosulfonyl polymer (40% yield). ... 

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