Expedient immobilization of TEMPO by copper-catalyzed azide-alkyne [3+2]-cycloaddition onto polystyrene resin

Gheorghe, Alexandru and Matsuno, Ai and Reiser, Oliver (2006) Expedient immobilization of TEMPO by copper-catalyzed azide-alkyne [3+2]-cycloaddition onto polystyrene resin. ADVANCED SYNTHESIS & CATALYSIS, 348 (9). pp. 1016-1020. ISSN 1615-4150,

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Abstract

TEMPO was readily grafted by copper(I)-catalyzed azide-alkyne cycloaddition onto polystyrene. Starting with commercially available Merrifield resin (4.3 mmol/g) almost quantitative loading of TEMPO onto the polymer was achieved (>= 4 mmol/g). The so obtained PS-CLICK-TEMPO allowed the oxidation of alcohols to aldehydes with bleach or molecular oxygen as the terminal oxidant with high yields and selectivity in multiple cycles without loss of activity.

Item Type: Article
Uncontrolled Keywords: POLY(ETHYLENE GLYCOL)-SUPPORTED TEMPO; NITROXYL RADICAL CATALYST; SILICA-SUPPORTED TEMPO; CLICK CHEMISTRY; SELECTIVE OXIDATION; AEROBIC OXIDATION; PRIMARY ALCOHOLS; 1,3-DIPOLAR CYCLOADDITIONS; SECONDARY ALCOHOLS; CARBOXYLIC-ACIDS; catalyst immobilization; oxidation; oxygen; polymers; polystyrene resin; TEMPO
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 15 Feb 2021 05:59
Last Modified: 15 Feb 2021 05:59
URI: https://pred.uni-regensburg.de/id/eprint/34454

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