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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 8
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Original Articles

HETEROGENEOUS CATALYZED REDUCTION OF POLYMER-BOUND NITROARENES

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Pages 1181-1187 | Received 10 May 2001, Published online: 16 Aug 2006

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  • The loading capacity of the resin was determined by cleaving the ester from the loaded bead with sodium methoxide in methanol at room temperature. from the yield of 4-nitro benzoic acid methyl ester (8a) a capacity of 0.6 mmol/g of polymer bead was calculated.
  • Deposition of palladium onto the resin at room temperature is possible by addition of hydrazine hydrate to the palladium salt solution. properties of the beads are similar as described above. Experiments to deposit palladium from palladium salt solution using ultrasound were not successful.
  • A sample of the beads was suspended in dichloromethane and a drop of a 1% solution of bromo phenol blue in dimethylacetamide was added. A deep blue staining of the beads indicates the presence of free amino groups.
  • The palladium content of the beads and the solution was determined as described before, which confirmed that under the reaction conditions of the reduction the palladium is still present on the bead and is not released into solution.
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