Synthesis, Spectroelectrochemistry and Electronic Structure Calculations of 4-(2-Ferrocenylvinyl)-[2.2]-paracyclophane and 4,12-di-(2-Ferrocenylvinyl)-[2.2]-paracyclophane

Phillip Mucke, Rainer F. Winter, Igor Novak, Konrad Kowalski

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Abstract

4,12-Di-(2-ferrocenylvinyl)-[2.2]-paracyclophane 2 has been prepared and investigated with respect to its electrochemical and UV/Vis/NIR spectroelectrochemical properties. Cyclic and square wave voltammetric measurements show two consecutive one-electron oxidations with a moderate redox splitting of 112('3) mV for the individual Fc/Fc+ couples. In spite of this redox splitting, radical cation 2'+ is a class I mixed-valent system with no detectable electronic coupling between the individual redox sites as is shown by the comparison of the Vis/NIR spectra of 2'+, 22+ and the radical cation of 4-(2-ferrocenylvinyl)-[2.2]-paracyclophane, 4'+. The NIR bands observed for the oxidized forms have been assigned as ferrocene-based d-d transitions by quantum chemical calculations.
Original languageEnglish
Pages (from-to)14-22
Number of pages9
JournalJournal of Organometallic Chemistry
Volume717
DOIs
Publication statusPublished - Oct 2012

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