Application of Tautomerism of Ferrocenyl Secondary Phosphine Oxides in Suzuki Cross Coupling Reactions

• Main Authors: Shih-Hung Tsai, 蔡詩宏
• Other Authors: 洪豐裕
• Format: Others
• Language: zh-TW
• Published: 2008
• Online Access: http://ndltd.ncl.edu.tw/handle/08182339219069388663

碩士 === 國立中興大學 === 化學系所 === 96 === New Ferrocenyl secondary phosphine oxides (η5-C5H4-P(=O)(Ph)(H))(η5-C5H5)Fe S1 and (η5-C5H4-P(=O)(Ph)(H))2Fe S2 were prepared. The molecular structures of S1 and S2 were determined by single-crystal X-ray diffraction methods. Palladium-catalyzed Suzuki reactions employing S1 and S2 as ligands gave satisfactory results. Judging from these results, a tautomeric equilibrium between S2 and its isomeric form (η5-C5H4-P(OH)(Ph))2Fe S2’ indeed takes place. It is also true for the S1 and its isomeric form (η5-C5H4-P(OH)(Ph))(η5-C5H5)Fe S1’. Furthermore, Suzuki cross-coupling reactions employed S2 as phosphine source and water as solvent were carried out for less reactive aryl bromides and phenyl boronic acid. Fair to good efficiencies were observed.