TY - JOUR
T1 - Phosphines having a 2,3,4,5-tetraphenylphenyl moiety
T2 - Effective ligands in palladium-catalyzed transformations of aryl chlorides
AU - Iwasawa, Tetsuo
AU - Komano, Tomoko
AU - Tajima, Atsunori
AU - Tokunaga, Makoto
AU - Obora, Yasushi
AU - Fujihara, Tetsuaki
AU - Tsuji, Yasushi
PY - 2006/9/11
Y1 - 2006/9/11
N2 - Three new triarylphosphines were prepared that have a 2,3,4,5- tetraphenylphenyl (TPPh) moiety on one of the phenyl rings (at the ortho, meta, or para position) of triphenylphosphine. Among them, the ortho derivative is particularly effective to utilize unactivated aryl chlorides in three different palladiumcatalyzed reactions, i.e., Suzuki-Miyaura coupling, Mizoroki-Heck reaction, and silylation with Me3SiSiMe3. On the other hand, the corresponding meta and para derivatives are not effective as ligands at all in these catalytic reactions. X-ray crystal structures of Pd(0) complexes having the effective phosphines (ortho derivatives) as ligands show that η2-coordination on the TPPh moiety is general and operative to realize a highly active catalyst system.
AB - Three new triarylphosphines were prepared that have a 2,3,4,5- tetraphenylphenyl (TPPh) moiety on one of the phenyl rings (at the ortho, meta, or para position) of triphenylphosphine. Among them, the ortho derivative is particularly effective to utilize unactivated aryl chlorides in three different palladiumcatalyzed reactions, i.e., Suzuki-Miyaura coupling, Mizoroki-Heck reaction, and silylation with Me3SiSiMe3. On the other hand, the corresponding meta and para derivatives are not effective as ligands at all in these catalytic reactions. X-ray crystal structures of Pd(0) complexes having the effective phosphines (ortho derivatives) as ligands show that η2-coordination on the TPPh moiety is general and operative to realize a highly active catalyst system.
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U2 - 10.1021/om060615q
DO - 10.1021/om060615q
M3 - Article
AN - SCOPUS:33748787121
VL - 25
SP - 4665
EP - 4669
JO - Organometallics
JF - Organometallics
SN - 0276-7333
IS - 19
ER -