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Dehalogenative borylation of benzylic halides assisted by sodium dispersion

03 June 2025, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The reaction of benzyl chloride with isopropoxy-pinacolatoborane (iPrOBpin) in the presence of sodium dispersion (SD) afforded benzylborane in a quantitative yield, in which undesired dimerization of benzyl chloride was almost completely suppressed (<2%). The formation of related benzylic stannane, silane also proceeded with SD. Several benzylic halides were transformed into the corresponding boranes in a similar manner up to 94% yield.

Keywords

sodium dispersion
borylation
benzyl halide

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Version History

Jun 03, 2025 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2025-tlnp8
D O I: 10.26434/chemrxiv-2025-tlnp8 [opens in a new tab]

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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