Synthesis, Structure, and Spectroelectrochemistry
of Ferrocenyl–Meldrum’s Acid Donor–Acceptor Systems
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Abstract
The
synthesis of two new donor–acceptor ferrocenyl derivatives
with Meldrum’s acid based nonplanar acceptor substituents is
presented. Both compounds are obtained in high yields in a simple
reaction protocol under mild conditions using either 1-acetyl- or
1,1′-diacetylferrocene and Meldrum’s acid. Both products
have been characterized spectroscopically, by single-crystal X-ray
structure analysis, by electrochemical and UV/vis/IR spectroelectrochemical
measurements, and by (TD)-DFT calculations. The spectroelectrochemical
measurements disclose that the 2,2-dimethyl-1,3-dioxane-4,6-dione
moiety is a moderately strong electron acceptor