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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
Author(s) -
Chinnusamy Tamilselvi,
Rodionov Valentin,
Kühn Fritz E.,
Reiser Oliver
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100289
Subject(s) - chemistry , catalysis , alkyne , click chemistry , triphenylphosphine , ethylene glycol , azide , porphyrin , ethyl diazoacetate , peg ratio , cycloaddition , combinatorial chemistry , olefin fiber , polyethylene glycol , organic chemistry , polymer chemistry , cyclopropanation , finance , economics
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‐C 51 H 39 FeN 7 O) 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.
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