Phosphines having a 2,3,4,5-tetraphenylphenyl moiety: Effective ligands in palladium-catalyzed transformations of aryl chlorides

Tetsuo Iwasawa, Tomoko Komano, Atsunori Tajima, Makoto Tokunaga, Yasushi Obora, Tetsuaki Fujihara, Yasushi Tsuji

Research output: Contribution to journalArticle

86 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)4665-4669
Number of pages5
JournalOrganometallics
Volume25
Issue number19
DOIs
Publication statusPublished - Sep 11 2006
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Fingerprint Dive into the research topics of 'Phosphines having a 2,3,4,5-tetraphenylphenyl moiety: Effective ligands in palladium-catalyzed transformations of aryl chlorides'. Together they form a unique fingerprint.

  • Cite this