Concepedia

Alkynylboranes: A Practical Approach by Zinc‐Catalyzed Dehydrogenative Coupling of Terminal Alkynes with 1,8‐Naphthalenediaminatoborane

Teruhisa Tsuchimoto, Hirokazu Utsugi, Tetsuya Sugiura, Shin Horio

Advanced Synthesis & Catalysis · 2014 · 96 citations · 89 references

DOI

Concepts

Abstract

Abstract Under zinc Lewis acid catalysis, terminal alkynes coupled dehydrogenatively with 1,8‐naphthalenediaminatoborane [HB(dan)]. It is important to note that the resulting alkynylboranes with an C( sp )B(dan) bond are isolable by column chromatography on silica gel (SiO 2 ) and are usable as coupling partners for palladium‐ and copper‐catalyzed cross‐coupling reactions with (hetero)aryl halides. magnified image

References

89

Palladium(0)-Catalyzed Cross-Coupling Reaction of Alkoxydiboron with Haloarenes: A Direct Procedure for Arylboronic Esters

Tatsuo Ishiyama, Miki Murata, Norio Miyaura · The Journal of Organic Chemistry · 1995 · 1.6K citations

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Remarkably Selective Iridium Catalysts for the Elaboration of Aromatic C-H Bonds

Jian-Yang Cho, Man Kin Tse, Daniel Holmes et al. · Science · 2002 · 1.1K citations

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Applications of Three-Coordinate Organoboron Compounds and Polymers in Optoelectronics

C.D. Entwistle, Todd B. Marder · Chemistry of Materials · 2004 · 769 citations

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Boron Chemistry Lights the Way: Optical Properties of Molecular and Polymeric Systems C.D.E. thanks EPSRC for a postgraduate studentship and Syngenta for a postgraduate scholarship, and T.B.M. thanks the University of Durham for support and Prof. Dr. K. Tamao for a preprint of ref. 32.

C.D. Entwistle, Todd B. Marder · Angewandte Chemie International Edition · 2002 · 765 citations

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Potent and selective inhibitors of the proteasome: Dipeptidyl boronic acids

Julian Adams, Mark L. Behnke, Shaowu Chen et al. · Bioorganic & Medicinal Chemistry Letters · 1998 · 683 citations · Full text

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