Orthogonal sp³-Ge/B Bimetallic Modules: Enantioselective Construction and Enantiospecific Cross-Coupling

Area of Science:

• Organometallic Chemistry
• Stereoselective Synthesis
• Materials Science

Background:

• Chiral organometallic compounds are crucial building blocks in organic synthesis.
• Developing efficient methods for enantioselective synthesis of germanium-containing molecules remains a challenge.

Purpose of the Study:

• To synthesize enantioenriched sp3-Ge/B bimetallic modules.
• To demonstrate the utility of these modules in enantioselective cross-coupling reactions.
• To create novel functional small molecules with unique optical properties.

Main Methods:

• Enantioselective copper-catalyzed hydroboration of carbagermatrane (Ge)-containing alkenes.
• Palladium-catalyzed cross-coupling reactions under varying conditions.
• Synthesis and characterization of Aggregation-Induced Emission (AIE) and Circularly Polarized Luminescence (CPL) molecules.

Main Results:

• Successful synthesis of enantioenriched sp3-Ge/B bimetallic modules.
• Achieved orthogonal cross-coupling selectivity in an enantiospecific manner.
• Demonstrated superior transmetallation ability of chiral secondary Ge compared to Bpin.
• Developed new functional small molecules exhibiting AIE and CPL properties.

Conclusions:

• This study presents the first synthesis of enantioenriched alkylgermanium reagents for enantioselective cross-coupling.
• The developed Ge/B bimetallic strategy offers a powerful tool for constructing complex chiral molecules.
• The synthesized molecules with AIE and CPL properties open avenues for new materials applications.