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醚基化二茂铁基膦配体的合成及其对钯催化的Suzuki偶联反应的促进作用
Synthesis and Enhanced Activity of Etherlized Ferrocenylphosphine for the Palladium-Catalyzed Suzuki Reaction
【摘要】 通过乙酸1-(2-二苯膦基二茂铁基)-乙基酯和二甘醇反应,制得新的醚基化的二茂铁基膦配体2-二苯膦基二茂铁基-乙基-5-羟基-3-氧杂戊醚(产率77%),其结构经1H NMR1、3C NMR、31P NMR及MS鉴定。初步研究发现,该醚基化的二茂铁基膦可作为支持配体应用于钯催化的Suzuk i反应中,可催化溴代芳烃及带吸电子基的氯代芳烃与苯基硼酸偶联反应制得相应的联芳烃。催化反应数据表明,配体中的醚氧与Pd中心的配位作用对提高该Pd催化剂的催化性能有一定贡献。
【Abstract】 A new etherlized ferrocenylphosphine ligand,2-diphenylphosphino-ferrocenyl-ethyl-5-hydroxyl-3-oxo-pentyl ether,was prepared by the reaction of acetyl 1-(diphenylphosphinoferrocenyl)ethyl ester with diethylene glycol in 77% yield.Its structure was characterized by 1H NMR,13C NMR,31P NMR and MS.The synthesized ferrocenylphosphine has been applied as supporting ligand in the palladium-catalyzed Suzuki reaction;its ligated palladium catalyst is effective for coupling a range of aryl bromides as well as aryl chlorides having electron-withdrawing groups with phenylboronic acid to prepare the corresponding biaryls.The possible coordination of ether-oxygen to the Pd center may enhance the catalytic performance of the ligand for cross-coupling reaction.
【Key words】 ferrocenylphosphine; etherlization; palladium; Suzuki reaction; biaryl;
- 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2011年08期
- 【分类号】O643.32
- 【被引频次】6
- 【下载频次】229