Phosphorus-containing hybrid calixphyrins: Promising mixed-donor ligands for visible and efficient palladium catalysts

Phosphorus-containing hybrid calixphyrins: Promising mixed-donor ligands for visible and efficient palladium catalysts
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DOI:
10.1021/ja0640039
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发表时间:
2006-09-13
影响因子:
15
通讯作者:
Sakaki, Shigeyoshi
Sakaki, Shigeyoshi
中科院分区:
化学1区
文献类型:
--
作者:
Matano, Yoshihiro;Miyajima, Tooru;Sakaki, Shigeyoshi

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采用bf3催化,将σ4-2,5-二[(吡咯-2-基)甲基]磷孔与2,5-二[羟基(苯基)甲基]噻吩进行脱水缩合,制备了含磷-含硫杂化的卡菲啉。对Pd−P,N2, s杂化的萼卟啉配合物的x射线晶体分析表明,Pd中心被四个杂原子配位,呈扭曲的方形平面几何形状。Pd配合物在高温下高效催化溴芳烃与丙烯酸正丁酯的Heck反应,在溶液中呈现出特有的红紫色。
Phosphorus−sulfur-containing hybrid calixphyrins were prepared by the BF3-promoted dehydrative condensation between σ4-2,5-bis[(pyrrol-2-yl)methyl]phosphole and 2,5-bis[hydroxy(phenyl)methyl]thiophene. X-ray crystallographic analysis of the Pd−P,N2,S-hybrid calixphyrin complex revealed that the Pd center was coordinated by the four heteroatoms to adopt a distorted square planar geometry. The Pd complex, displaying a characteristic reddish purple color in solution, catalyzed the Heck reaction of bromoarenes withn-butyl acrylate with high efficiency at elevated temperatures.