Update: An Efficient Synthesis of Poly(ethylene glycol)-Supported Iron(II) Porphyrin Using a Click Reaction and its Application for the Catalytic Olefination of Aldehydes

Chinnusamy, Tamilselvi and Rodionov, Valentin and Kuehn, Fritz E. and Reiser, Oliver (2012) Update: An Efficient Synthesis of Poly(ethylene glycol)-Supported Iron(II) Porphyrin Using a Click Reaction and its Application for the Catalytic Olefination of Aldehydes. ADVANCED SYNTHESIS & CATALYSIS, 354 (9). pp. 1827-1831. ISSN 1615-4150,

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Abstract

The facile synthesis of polyethylene glycol (PEG)-immobilized iron(II) porphyrin using a copper-catalyzed azide-alkyne [3+2]?cycloaddition click reaction is reported. The prepared complex 5 (PEG-C51H39FeN7O) was found to be an efficient catalyst for the selective olefination of aldehydes with ethyl diazoacetate in the presence of triphenylphosphine, and afforded excellent olefin yields with high (E) selectivities. The PEG-supported catalyst 5 was readily recovered by precipitation and filtration, and was recycled through ten runs without significant activity loss.

Item Type: Article
Uncontrolled Keywords: CONTINUOUS-FLOW; SUPPORTED ORGANOCATALYST; RECOVERABLE CATALYSTS; KINETIC RESOLUTION; ETHYL DIAZOACETATE; POLYSTYRENE RESIN; ORGANIC-SYNTHESIS; TERMINAL ALKYNES; SOLUBLE POLYMERS; IMMOBILIZATION; copper-catalyzed azide-alkyne [3+2]?cycloaddition "click" reaction; CuAAC; iron porphyrin; olefination; polyethylene glycol (PEG); supported catalysts
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: 13 May 2020 04:41
Last Modified: 13 May 2020 04:41
URI: https://pred.uni-regensburg.de/id/eprint/18629

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