Modular Synthesis of Unsymmetrical 1,1'-Disubstituted Ferrocenes by Sequential Suzuki-Miyaura Cross-Coupling of 1,1'-Diborylferrocene.

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

SUBMITTER: Ochiai K 

PROVIDER: S-EPMC12559446 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature