Organo-f-Complexes for Efficient and Selective Hydroborations

Heng Liu; Moris S. Eisen

doi:10.1055/s-0039-1690762

Synthesis, Table of Contents

Synthesis 2020; 52(05): 629-644
DOI: 10.1055/s-0039-1690762

review

Organo-f-Complexes for Efficient and Selective Hydroborations

Heng Liu

^aSchulich Faculty of Chemistry, Technion-Israel Institute of Technology, Haifa City 32000, Israel Email: chmoris@technion.ac.il

^bCAS Key Laboratory of High-Performance Synthetic Rubber and Its Composite Materials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022, Jilin, P. R. of China Email: hengliu@ciac.ac.cn

,

Moris S. Eisen ∗

^aSchulich Faculty of Chemistry, Technion-Israel Institute of Technology, Haifa City 32000, Israel Email: chmoris@technion.ac.il

› Author Affiliations

Abstract

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Abstract

Organo-f-complexes catalyzing small molecule transformations have been a hot topic in the past few years. Compared to other transformations, the hydroboration of C=X (X = C, N, O) unsaturated bonds serves as an important strategy to prepare organoborane derivatives, which are important intermediates in organic synthesis. This review outlines recent advances in organolanthanide and organoactinide complexes promoting the hydroboration of C=X containing substrates. After a brief introduction, three types of hydroboration will be presented: alkene hydroboration, carbonyl hydroboration, and imine and nitrile hydroborations. The catalytic performance, mechanism, and kinetic studies are discussed in detail, aiming to emphasize the catalytic differences between the diverse organo-f-catalysts. Additionally, challenges and future directions of this field are also presented.

1 Introduction

2 Alkene Hydroboration

3 Carbonyl Hydroboration

4 Imine and Nitrile Hydroboration

5 Conclusions and Outlook

Keywords

organolanthanide - organoactinide - hydroboration - selective - alkene - imine - ketone - aldehyde

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References

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