How to Submit
Browse
Events
Communities
About

Dehalogenative borylation of benzylic halides assisted by sodium dispersion

03 June 2025, Version 1
Working Paper
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.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

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting and Discussion Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.

Version History

Jun 03, 2025 Version 1

Metrics

965
419
1
Views
Downloads

License

CC logo
CC
BY logo
BY
NC logo
NC
ND logo
ND
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

Share