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Selective Syntheses of Mono‐ and Diphosphanyltriazines as Novel Ligands for Transition Metal Catalysts
Author(s) -
Hayashi Minoru,
Yamasaki Toshikazu,
Kobayashi Yusuke,
Imai Yoshito,
Watanabe Yutaka
Publication year - 2009
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.200900429
Subject(s) - chemistry , cyanuric chloride , catalysis , transition metal , nucleophile , triazine , ring (chemistry) , nucleophilic aromatic substitution , polymer chemistry , coupling reaction , heck reaction , suzuki reaction , chloride , combinatorial chemistry , organic chemistry , palladium , nucleophilic substitution
1,3,5‐Triazines bearing one, two or three diphenylphosphanyl group(s) were selectively synthesized from cyanuric chloride by the one‐pot step‐by‐step addition of silylphosphane and other nucleophiles. Mono‐ and diphosphanyltriazines with a variety of substituents on the triazine ring could be easily prepared in good yields. The Pd complexes of mono‐ and diphosphanyltriazine were isolated, and the crystal structures were determined. Polymer‐supported and water‐soluble ligands were prepared. The Mizorogi–Heck reaction and the Suzuki–Miyaura coupling reaction using the phosphanyltriazine‐Pd catalysts are described.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)