Crystalline Diboryldiazomethane: Synthesis and Reactivities

O-mediated diazo transfer. Reactivity studies with Lewis acids reveal two distinct binding sites within the diazo unit, enabling selective engagement of the terminal nitrogen versus the carbon center. In contrast, methoxide triggers addition across a B-C bond with opening of the five-membered ring to furnish a monoboryl diazo derivative. All new species were fully characterized by multinuclear NMR spectroscopy and single-crystal X-ray diffraction (SC-XRD). These findings establish a stable entry to diboryldiazo chemistry and define a tunable reactivity model for main-group-controlled diazo platforms.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2026-04-14
DOI
https://doi.org/10.1021/jacs.6c02361
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Crystalline Diboryldiazomethane: Synthesis and Reactivities

Dan‐Dan Zhai, Zhang‐Jie Shi, Shuzhe Peng, F T Liu et al.
Journal of the American Chemical Society
Organoboron and organosilicon chemistry
article

Crystalline Diboryldiazomethane: Synthesis and Reactivities

Dan‐Dan Zhai, Zhang‐Jie Shi, Shuzhe Peng, F T Liu, Hong-Yu Cheng, Yun-Shu Cui, Tong-Tong Liu
article en

Abstract

O-mediated diazo transfer. Reactivity studies with Lewis acids reveal two distinct binding sites within the diazo unit, enabling selective engagement of the terminal nitrogen versus the carbon center. In contrast, methoxide triggers addition across a B-C bond with opening of the five-membered ring to furnish a monoboryl diazo derivative. All new species were fully characterized by multinuclear NMR spectroscopy and single-crystal X-ray diffraction (SC-XRD). These findings establish a stable entry to diboryldiazo chemistry and define a tunable reactivity model for main-group-controlled diazo platforms.

Journal of the American Chemical SocietyVol. 148(16)
Fudan University (CN), Collaborative Innovation Center of Chemistry for Energy Materials (CN), State Key Laboratory of Organometallic Chemistry, Carl Albert State College (US)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 23%
Organoboron and organosilicon chemistry
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