Long-distance electronic coupling in diferrocenyl compounds with cross-conjugated germinal-diethynylethene bridges
2018
Abstract A series of germinal -diethynylethene ( gem -DEE) bridged diferrocenyl compounds, including 1,1-[bis(ferrocenylethynyl)methylene]cyclohexane ( 1 ), 1,1-[bis(ferrocenylethynyl)methylene]tetrahydro-2 H -pyran ( 2 ), and 1,1-[bis(ferrocenylethynyl)methylene]tetrahydro-2 H -thiopyran ( 3 ) were synthesized and characterized. The Fe ⋯ Fe distance between the two ferrocenyl termini reaches up to ∼9 A for compounds 2 and 3 . The electrochemical measurements demonstrate moderate electronic coupling between the gem -DEE-bridged ferrocenyl (Fc) termini in this cross-conjugated system. UV–vis–NIR spectroscopy studies suggest that the monocation species of these compounds belong to class II mixed-valence systems in Robin–Day classification. DFT calculations further reveal electronic structures of these cross-conjugated diferrocenyl compounds.
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