scholarly journals Palladium-Catalyzed Ring Expansion Reaction of (Z)-1-(1,3-Butadienyl)cyclobutanols with Aryl Iodides. Stereospecific Synthesis of (Z)-2-(3-Aryl-1-propenyl)cyclopentanones.

ChemInform ◽  
2004 ◽  
Vol 35 (39) ◽  
Author(s):  
Masahiro Yoshida ◽  
Kenji Sugimoto ◽  
Masataka Ihara
Keyword(s):  
Ring Expansion ◽  
Stereospecific Synthesis ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Ring Expansion Reaction

Palladium-Catalyzed Cascade Ring Expansion Reaction of Cyclobutanols that Have a Propargylic Moiety with Nucleophiles.

ChemInform ◽  
2005 ◽  
Vol 36 (11) ◽  
Author(s):  
Masahiro Yoshida ◽  
Yuki Komatsuzaki ◽  
Hideo Nemoto ◽  
Masataka Ihara
Keyword(s):  
Ring Expansion ◽  
Palladium Catalyzed ◽  
Ring Expansion Reaction

A new procedure for the synthesis of water-soluble tri-cationic and -anionic phthalocyanines

2005 ◽  
Vol 09 (09) ◽  
pp. 651-658 ◽  
Author(s):  
Wesley M. Sharman ◽  
Johan E. van Lier
Keyword(s):  
Photodynamic Therapy ◽  
Ring Expansion ◽  
Water Soluble ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Zinc Phthalocyanines ◽  
Palladium Catalyzed ◽  
Metal Insertion ◽  
Ring Expansion Reaction

A series of water-soluble tri-anionic and -cationic substituted phthalocyanines has been synthesized via iodinated boron subphthalocyanines. The latter were opened with differently substituted diiminoisoindolines via the Kobayashi ring expansion reaction followed by metal insertion to exclusively yield the asymmetrically 3:1 substituted iodinated zinc phthalocyanines. These iodinated phthalocyanines readily underwent palladium-catalyzed coupling reactions with terminal alkynes such as 5-hexynoic acid and 10-undecynoic acid to give anionic phthalocyanines, or with 2-ethynylpyridine and 3-ethynylpyridine followed by N -methylation to give cationic phthalocyanines. These novel asymmetrically substituted charged phthalocyanines could have interesting properties as photosensitizers for photodynamic therapy.

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