ArticleChemistry (Weinheim an der Bergstrasse, Germany)2025
Modular Synthesis of Unsymmetrical 1,1'-Disubstituted Ferrocenes by Sequential Suzuki-Miyaura Cross-Coupling of 1,1'-Diborylferrocene.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Unsymmetrical 1,1'-disubstituted ferrocene is a versatile scaffold for various functional molecules, including organic electronics, catalysts, and bioactive molecules. Herein, we report a facile synthesis of unsymmetrical 1,1'-disubstituted ferrocene derivatives based on the desymmetrization of 1,1'-diborylferrocene. We found that Suzuki-Miyaura cross-coupling (SMCC) reaction using 1,1'-bis(Bpin)ferrocene affords the mono-substituted product without significant loss of the second boryl group. Then, second SMCC reaction of the obtained 1-aryl-1'-(Bpin)ferrocene affords the desired unsymmetrical 1,1'-disubstituted ferrocene derivatives in reasonable yields. This method provides a versatile synthetic platform for tuning the electronic and steric properties of functional ferrocene derivatives and for the structural development of bioactive compounds.
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