Premium
Thiosemicarbazone Salicylaldiminato‐Palladium(II)‐Catalyzed Mizoroki–Heck Reactions
Author(s) -
Xie Guanlei,
Chellan Prinessa,
Mao Jincheng,
Chibale Kelly,
Smith Gregory S.
Publication year - 2010
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.201000218
Subject(s) - chemistry , aryl , palladium , semicarbazone , catalysis , heck reaction , salicylaldehyde , halide , medicinal chemistry , coupling reaction , polymer chemistry , organic chemistry , schiff base , photochemistry , alkyl
Four tridentate thiosemicarbazone salicylaldiminato‐palladium(II) complexes of the general formula [Pd(saltsc‐R)PPh 3 ] [saltsc=salicylaldehyde thiosemicarbazone; R=H ( 1 ), 3‐ tert ‐butyl ( 2 ), 3‐methoxy ( 3 ), 5‐chloro ( 4 )], have been evaluated as catalyst precursors for the Mizoroki–Heck coupling reaction between a variety of electron‐rich and electron‐poor aryl halides and olefins. The palladium complexes (0.1–1 mol% loading) were found to effectively catalyze these reactions with high yields being obtained when aryl iodides and aryl bromides were utilized. The effects of base, catalyst loading, reaction temperature and reaction time on the catalytic activity of the most active complex were also investigated.