Contrary to Popular Belief, B2pin2 is Not Air Stable

10 April 2025, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Bis(pinacolato)diboron (B2pin2) is the most popular commercial diboron reagent for installation of modular boryl groups. While popular belief extolls the air stability of B2pin2, our experience in boron methods development led us to question this assumption. We present conclusive evidence demonstrating degradation of B2pin2 in the presence of O2 and H2O in the solid state and subsequently in solution. In light of this work, we recommend B2pin2 is stored under inert atmosphere to ensure its long-term chemical composition.

Keywords

diboron
b2pin2
decomposition
autocatalysis
kinetics

Supplementary materials

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Supplementary Information
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Detailed experimental procedures, characterization data, GC traces, and NMR spectra for all compounds.
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