Polyvinyl pyrolidone-supported chlorochromates: preparation and application as solid phase synthetic oxidising reagent

✍ Scribed by Jose Zacharias; Ebey P Koshy; V.N Rajasekharan Pillai

• Book ID: 104425272
• Publisher: Elsevier Science
• Year: 2003
• Tongue: English
• Weight: 164 KB
• Volume: 56
• Category: Article
• ISSN: 1381-5148
• DOI: 10.1016/s1381-5148(03)00053-1

✦ Synopsis

Crosslinked 1-vinyl pyrolidone was prepared using divinylbenzene in different proportions by free radical suspension copolymerisation. The resulting crosslinked poly(vinyl pyrolidone) resins containing 3, 10, 15 and 20% of the crosslinking agents were converted to chlorochromate derivatives by treatment with CrO and HCl. The extent of functionalisation was 3 decreased with increasing amount of crosslinking agent and the capacity ranging from 4.3 to 2.1 mequiv. / g. Alcohols were oxidised to the corresponding carbonyl compounds in near quantitative yield using these resins. The interdependency of the extent of crosslinking, the hydrophobic-hydrophilic nature of the polymer system used and the preparative applications of these resins in organic chemistry are described. These studies revealed that the optimum condition for a specific extent of reaction can be arrived by a judicious choice of the factors like the mechanical integrity of the particles, hydrophobichydrophilic nature of the solvents, molar excess of the polymeric reagent and temperature.