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Unusual Fluoroalkenylation of Porphyrins: A Highly Stereoselective Synthesis of 10,20‐Diaryl‐5‐[( E )‐fluoroalkenyl]‐15‐(fluoroalkyl)porphyrins
Author(s) -
Jin LiMei,
Yin JuanJuan,
Chen Liang,
Xiao JiChang,
Guo CanCheng,
Chen QingYun
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600130
Subject(s) - chemistry , stereoselectivity , intramolecular force , toluene , porphyrin , free base , medicinal chemistry , base (topology) , polymer chemistry , organic chemistry , stereochemistry , catalysis , mathematical analysis , salt (chemistry) , mathematics
A series of 10,20‐diaryl‐5‐[( E )‐fluoroalkenyl]‐15‐(fluoroalkyl)porphyrins has been synthesized by the reaction of free‐base 5,15‐diarylporphyrins with fluoroalkyl iodides in the presence of Na 2 S 2 O 4 . Subsequent intramolecular cyclization of the corresponding (fluoroalkenyl)porphyrins occurs smoothly in refluxing toluene/H 2 O. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)