1,4‐Digermacyclopenta‐1,3‐diene: Continuous Cyclic σ*–π Delocalization Enables Aromatic Stabilization in a Heavy‐Element 4π System

. Natural bond orbital analysis reveals that this stabilization originates from σ*-π delocalization involving the Ge-Ge bond and adjacent π orbitals. Despite a low-lying open-shell contribution (y ≈ 0.11), the system remains predominantly closed-shell. Notably, this system represents a rare case in which σ*-π interactions form a continuous cyclic delocalization pathway, resulting in a distinct form of aromatic stabilization.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2026-04-24
DOI
https://doi.org/10.1002/anie.7558823
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

1,4‐Digermacyclopenta‐1,3‐diene: Continuous Cyclic σ*–π Delocalization Enables Aromatic Stabilization in a Heavy‐Element 4π System

Yoshiyuki Mizuhata, Hiroko Yamada, Daichi Uchida
Angewandte Chemie International Edition
Synthesis and Properties of Aromatic Compounds
article

1,4‐Digermacyclopenta‐1,3‐diene: Continuous Cyclic σ*–π Delocalization Enables Aromatic Stabilization in a Heavy‐Element 4π System

Yoshiyuki Mizuhata, Hiroko Yamada, Daichi Uchida
article en

Abstract

. Natural bond orbital analysis reveals that this stabilization originates from σ*-π delocalization involving the Ge-Ge bond and adjacent π orbitals. Despite a low-lying open-shell contribution (y ≈ 0.11), the system remains predominantly closed-shell. Notably, this system represents a rare case in which σ*-π interactions form a continuous cyclic delocalization pathway, resulting in a distinct form of aromatic stabilization.

Angewandte Chemie International Edition
Kyoto University (JP), Kyoto Bunkyo University (JP)
Japan Society for the Promotion of Science, Japan Science and Technology Agency
Openalex Percentile: Top 12%
Synthesis and Properties of Aromatic Compounds
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