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Updated: Feb 11, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
An Efficient Nickel-Catalyzed Cross-Coupling Between sp3 Carbon Centers
Riccardo Giovannini1, Thomas Stüdemann1, Gaelle Dussin1
1Fachbereich Chemie der Universität, Hans-Meerwein-Strasse, D-35032 Marburg (Germany), Fax: (+49) 6421-28-2189.
This study introduces an efficient catalytic cross-coupling reaction for sp3 carbon centers. Polyfunctional primary alkyl iodides are coupled with diorganozinc compounds using m-trifluoromethylstyrene as a catalyst.
Area of Science:
- Organic Chemistry
- Catalysis
Background:
- Cross-coupling reactions involving sp3 carbon centers have historically been challenging.
- Previous methods for sp3-sp3 coupling were limited in scope and efficiency.
Purpose of the Study:
- To develop a general and efficient catalytic method for the cross-coupling of sp3 carbon centers.
- To enable the formation of new carbon-carbon bonds using readily available starting materials.
Main Methods:
- A catalytic amount of m-trifluoromethylstyrene was employed.
- The reaction involved the cross-coupling of polyfunctional primary alkyl iodides with diorganozinc compounds.
Main Results:
- An efficient catalytic cross-coupling reaction between sp3 carbon centers was achieved.
- The reaction demonstrated broad applicability for forming C(sp3)-C(sp3) bonds.
Conclusions:
- The developed method provides a versatile approach for sp3-sp3 cross-coupling.
- This advancement overcomes previous limitations in coupling these types of carbon centers.
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