Quality Control of 1,1′-Ferrocenedicarboxaldehyde, Academic researchers, R&D teams, teachers, students, policy makers and the media all rely on us to share knowledge that is reliable, accurate and cutting-edge. In a document type is Article, and a compound is mentioned, 1271-48-3, name is 1,1′-Ferrocenedicarboxaldehyde, introducing its new discovery.
Barbier-type gamma-regiospecific allylation of formylferrocene (1) with allyl bromides in the presence of stannous chloride dihydrate and catalytic cupric chloride in dichloromethane-water (1:1) afforded corresponding ferrocenyl dienes FcCHC(R1)C(R2)CH2 (3-6). On the other hand, similar reactions of 1,1?-bis-formylferrocene (2) yielded oxa-bridged [3]-ferrocenophanes having allyl pendants Fc[CH2C(R2)CH(R1)CH-mu(O)-CHCH (R1)C(R2)CH2] (8-11). The latter appear to result from the dehydration of intermediate homoallylic alcohols. Dehydration could be arrested in case of reaction of 1 and 2 with 1-bromo-3-methyl-but-2-ene, which results in the formation of homoallylic alcohols FcCH(OH)C(Me2)CHCH2 (7) and Fc[CH(OH)C(Me2)CHCH2]2 (12), respectively. All the reactions completely fail in absence of water.
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Reference：
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