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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
The synthesis and structure of a carbene-stabilized iminocarboranyl-boron(I) compound
Hao Wang1, Jiji Zhang, Zhenyang Lin
1Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, N. T., Hong Kong, China. zxie@cuhk.edu.hk.
Abstract:
A carbene-stabilized iminocarboranylboron(I) compound has been synthesized and structurally characterized. Single-crystal X-ray analyses and DFT calculations show that the π back donation of the lone pair of electrons on the boron(I) center onto the π* orbital of the imine unit is crucial for removing the electron density of the boron center thereby stabilizing such species, in which the carbene serves solely as a σ donor. This work also demonstrates that imines play a similar role to that of carbenes in the stabilization of low valent boron compounds.
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