Unsymmetric Diazaborepin Framework with Fused 6/5/7 Ring and π-Extension to Two Bis-Diazaborepin-Embedded Isomers

An unsymmetric diazaborepin framework <b>NBNH</b> was synthesized, featuring a fused 6/5/7-ring core. Further π-extension via <i>meta</i>- and <i>para</i>-N-π-N arrangements afforded two bis-diazaborepin-embedded isomers <b><i>m</i>-dNBNH</b> and <b><i>p</i>-dNBNH</b>. The two isomers display distinct frontier molecular orbital distributions, and the <i>para</i> isomer <b><i>p</i>-dNBNH</b> exhibits a photoluminescence quantum yield of 100%. All three compounds exhibit singlet-oxygen sensitization and pronounced antiaromatic character for the diazaborepin units.

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Journal
Organic Letters
Published
2026-01-14
DOI
https://doi.org/10.1021/acs.orglett.5c05129
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
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article

Unsymmetric Diazaborepin Framework with Fused 6/5/7 Ring and π-Extension to Two Bis-Diazaborepin-Embedded Isomers

Shan Gao, Lingjuan Chen, Jiaqi Dong, Yirong Yuan et al.
Organic Letters
Organoboron and organosilicon chemistry
article

Unsymmetric Diazaborepin Framework with Fused 6/5/7 Ring and π-Extension to Two Bis-Diazaborepin-Embedded Isomers

Shan Gao, Lingjuan Chen, Jiaqi Dong, Yirong Yuan, Deng-Tao Yang, Junwei Wang
article en

Abstract

An unsymmetric diazaborepin framework <b>NBNH</b> was synthesized, featuring a fused 6/5/7-ring core. Further π-extension via <i>meta</i>- and <i>para</i>-N-π-N arrangements afforded two bis-diazaborepin-embedded isomers <b><i>m</i>-dNBNH</b> and <b><i>p</i>-dNBNH</b>. The two isomers display distinct frontier molecular orbital distributions, and the <i>para</i> isomer <b><i>p</i>-dNBNH</b> exhibits a photoluminescence quantum yield of 100%. All three compounds exhibit singlet-oxygen sensitization and pronounced antiaromatic character for the diazaborepin units.

Organic LettersVol. 28(4)
Northwestern Polytechnical University (CN), Inner Mongolia University (CN), Photonic Science (United Kingdom) (GB), Advanced Energy Materials (United States) (US)
Openalex Percentile: Top 89%
Organoboron and organosilicon chemistry
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Unsymmetric Diazaborepin Framework with Fused 6/5/7 Ring and π-Extension to Two Bis-Diazaborepin-Embedded Isomers — Shan Gao, Lingjuan Chen, et al. · Organic Letters (2026) | TGRS Research Map | TGRS