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Updated: Feb 17, 2026

A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Selective Transformation of Well-Defined Alkenyllithiums to Alkenylmagnesiums via Transmetalation
Miaomiao Zhu1,2, Liang Liu1, Yongliang Zhang1
1Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of, Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, P. R. China.
Abstract:
A series of butadienyl organomagnesium complexes, including 1-Li-4-(MgR)-butadienes, 1,4-bis(MgR)-butadienes, and 1-Mg-4-(MgR)-butadiene were synthesized starting with 1,4-dilithio butadienes via the transmetalation reaction between alkenyllithium bond and alkenylmagnesium bond. Single-crystal X-ray structural analysis of these butadienyl organomagnesiates revealed unique bonding modes. Study on their structural transformation demonstrated that 1-Li-4-(MgR)-butadiene is the key intermediate in the reaction process leading to the formation of 1,4-bis(MgR)-butadiene and 1-Mg-4-(MgR)-butadiene.
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