Homologous Ladder Cyclohexasilanes

Abstract We report the synthesis of five new examples of ladder cyclohexasilanes, possessing up to three consecutive fused rings and differing in relative ring fusion configuration and side chain structure. By coupling a 1,4‐dipotassiooligosilyl dianion to a cyclohexasilane, we obtained bi‐ and tricyclic ladder cyclohexasilanes. Combined experimental and theoretical studies suggested that annulation could favor the cis configuration under kinetic control, while the trans configuration predominates under thermodynamic control. Computational studies show that with each additional ring in the trans ‐diastereomeric series, the predicted onset of light absorption shifts to longer wavelengths.

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Publication Details

Journal
Angewandte Chemie
Published
2025-06-28
DOI
https://doi.org/10.1002/ange.202506054
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Homologous Ladder Cyclohexasilanes

Maxime A. Siegler, Andrew Molino, Fan Fang, Kelsie E. Wentz et al.
Angewandte Chemie
Organoboron and organosilicon chemistry
article

Homologous Ladder Cyclohexasilanes

Maxime A. Siegler, Andrew Molino, Fan Fang, Kelsie E. Wentz, Carlton P. Folster, Rebekka S. Klausen, Jessica Williams
article en

Abstract

Abstract We report the synthesis of five new examples of ladder cyclohexasilanes, possessing up to three consecutive fused rings and differing in relative ring fusion configuration and side chain structure. By coupling a 1,4‐dipotassiooligosilyl dianion to a cyclohexasilane, we obtained bi‐ and tricyclic ladder cyclohexasilanes. Combined experimental and theoretical studies suggested that annulation could favor the cis configuration under kinetic control, while the trans configuration predominates under thermodynamic control. Computational studies show that with each additional ring in the trans ‐diastereomeric series, the predicted onset of light absorption shifts to longer wavelengths.

Angewandte ChemieVol. 137(35)
Johns Hopkins University (US), University of Baltimore (US), Massachusetts Institute of Technology (US)
National Institutes of Health
Openalex Percentile: Top 89%
Organoboron and organosilicon chemistry
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