A New Facile Two-Step Synthetic Procedure of 1,1 '-Diaminoferrocene

作者：Abdulmalic Mohammad A; Rueffer Tobias

来源：Bulletin of the Chemical Society of Japan, 2013, 86(6): 724-728.

DOI：10.1246/bcsj.20130031

1,1'-Diaminoferrocene (3) was conveniently synthesized by employing a Gabriel synthesis in two steps starting from 1,1'-dibromoferrocene (1). Compound 1 was reacted with 2.5 equivalents of phthalimide in the presence of Cu2O using 4-picoline as a solvent to give 1,1'-diphthalimidoferrocene (2) in a moderate yield. Hydrazinolysis of 2 in EtOH afforded 3 in good yields of ca. 70%. The subsequent reaction of 3 with two equivalents of ethyloxalyl chloride in THF gave the diethyl ester of N,N'-ferrocenylene bis(oxamic acid) (1,1'-fcbaH(2)Et(2), 4). The solution obtained by treating 4 with two equivalents of n-Bu4NOH in H2O was added to a solution of Pd(AcO)(2) in THF to give the palladium complex [n-Bu4N](2)[Pd(1,1'-fcba)] (5) in ca. 80% yield. The compounds 2-4 were characterized by H-1, C-13 NMR and IR spectroscopy as well as elemental analysis and the heterobinuclear complex 5 by (HNMR)-H-1 and IR spectroscopy, elemental analysis and by a single-crystal X-ray diffraction study.

• 出版日期2013-6-15