Breaking C-C (sp 3 -sp 3 ) σ Bonds in 1,4-Diazabicyclo[2.2.2]octane (DABCO) by Oxidation with Antimony Pentachloride

Lilia M. Baldauf; David Geraldo Villarreal; Guodong Rao; Nathan Yoshino; Heejune Park; James C. Fettinger; Lee‐Ping Wang; R. David Britt; Alan L. Balch

doi:10.1039/d5qo01513h

January 1, 2026Organic Chemistry Frontiers

Breaking C-C (sp 3 -sp 3 ) σ Bonds in 1,4-Diazabicyclo[2.2.2]octane (DABCO) by Oxidation with Antimony Pentachloride

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Key Points

This study investigates the oxidative cleavage of C-C bonds in DABCO using antimony pentachloride.
Characterization of crystalline salts
Utilization of X-ray diffraction (XRD) analysis
Application of oxidation with antimony pentachloride
Evidence of oxidative cleavage of C-C bonds in DABCO
Identification of two crystalline salts
Crystallographic analysis confirms structural changes

Implication

Research demonstrates oxidative cleavage of C-C bonds in DABCO, suggesting potential applications in organic synthesis.

Abstract

Evidence of the oxidative cleavage of the C-C (sp 3 -sp 3 ) σ bond of DABCO (1,4-diazobicyclo[2.2.2]octane) is reported. Two crystalline salts have been characterized by XRD analysis, which...

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Cite This Study

Baldauf et al. (2026) studied this question.

synapsesocial.com/papers/69df2a99e4eeef8a2a6afadc https://doi.org/10.1039/d5qo01513h

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Breaking C-C (sp 3 -sp 3 ) σ Bonds in 1,4-Diazabicyclo[2.2.2]octane (DABCO) by Oxidation with Antimony Pentachloride

Key Points

Implication

Abstract

Discussion

Cite This Study

Breaking C-C (sp 3 -sp 3 ) σ Bonds in 1,4-Diazabicyclo[2.2.2]octane (DABCO) by Oxidation with Antimony Pentachloride

Key Points

Implication

Abstract

Discussion

Cite This Study

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