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

被引:18
作者
Chinnusamy, Tamilselvi [1 ]
Rodionov, Valentin [2 ]
Kuehn, Fritz E. [3 ]
Reiser, Oliver [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
[2] King Abdullah Univ Sci & Technol KAUST, KAUST Catalysis Ctr KCC, Thuwal 23955, Saudi Arabia
[3] Tech Univ Munich, Fak Chem, D-85747 Garching, Germany
关键词
copper-catalyzed azide-alkyne [3+2]?cycloaddition "click" reaction; CuAAC; iron porphyrin; olefination; polyethylene glycol (PEG); supported catalysts; CONTINUOUS-FLOW; SUPPORTED ORGANOCATALYST; RECOVERABLE CATALYSTS; KINETIC RESOLUTION; ETHYL DIAZOACETATE; POLYSTYRENE RESIN; ORGANIC-SYNTHESIS; TERMINAL ALKYNES; SOLUBLE POLYMERS; IMMOBILIZATION;
D O I
10.1002/adsc.201100289
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
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.
引用
收藏
页码:1827 / 1831
页数:5
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