Zirconium and hafnium catalyzed C–C single bond hydroboration

Sida Li, Haijun Jiao (), Xing-Zhong Shu and Lipeng Wu ()
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Sida Li: Chinese Academy of Sciences
Haijun Jiao: Leibniz-Institut für Katalyse e. V.
Xing-Zhong Shu: Lanzhou University
Lipeng Wu: Chinese Academy of Sciences

Nature Communications, 2024, vol. 15, issue 1, 1-10

Abstract: Abstract Selective cleavage and subsequent functionalization of C−C single bonds present a fundamental challenge in synthetic organic chemistry. Traditionally, the activation of C−C single bonds has been achieved using stoichiometric transition-metal complexes. Recently, examples of catalytic processes were developed in which use is made of precious metals. However, the use of inexpensive and Earth-abundant group IV metals for catalytic C−C single-bond cleavage is largely underdeveloped. Herein, the zirconium-catalyzed C−C single-bond cleavage and subsequent hydroboration reactions is realized using Cp2ZrCl2 as a catalytic system. A series of structures of various γ-boronated amines are readily obtained, which are otherwise difficult to obtain. Mechanistic studies disclose the formation of a N–ZrIV species, and then a β-carbon elimination route is responsible for C–C single bond activation. Besides zirconium, hafnium exhibits a similar performance for this transformation.

Date: 2024
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DOI: 10.1038/s41467-024-45697-y

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