9,10-Difluoro-9,10-disila-9,10-dihydroanthracene

9,10-Disila-9,10-dihydroanthracenes have attracted significant attention due to their unique electronic structures, characterized by an extended π-system facilitated by σ-π conjugation. Here, we report the synthesis of 9,10-bis(p-methoxyphenyl)-9,10-disila-9,10-dihydroanthracene, which serves as a crucial precursor for the preparation of the corresponding difluoro derivative. This conversion is achieved through a selective deanisyl-fluorination at the silicon centers using HBF4. A key finding is the successful isolation of the cis-isomer of 9,10-difluoro-9,10-disila-9,10-dihydroanthracenes as a crystalline compound. This allowed for definitive structural characterization by single-crystal X-ray diffraction (SC-XRD) analysis, providing precise geometric insights into this electronically fascinating framework.

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Publication Details

Journal
Inorganics
Published
2026-01-07
DOI
https://doi.org/10.3390/inorganics14010023
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

9,10-Difluoro-9,10-disila-9,10-dihydroanthracene

Takahiro Sasamori, Mirei Kawamoto
Inorganics
Synthesis and Properties of Aromatic Compounds
article

9,10-Difluoro-9,10-disila-9,10-dihydroanthracene

Takahiro Sasamori, Mirei Kawamoto
article en

Abstract

9,10-Disila-9,10-dihydroanthracenes have attracted significant attention due to their unique electronic structures, characterized by an extended π-system facilitated by σ-π conjugation. Here, we report the synthesis of 9,10-bis(p-methoxyphenyl)-9,10-disila-9,10-dihydroanthracene, which serves as a crucial precursor for the preparation of the corresponding difluoro derivative. This conversion is achieved through a selective deanisyl-fluorination at the silicon centers using HBF4. A key finding is the successful isolation of the cis-isomer of 9,10-difluoro-9,10-disila-9,10-dihydroanthracenes as a crystalline compound. This allowed for definitive structural characterization by single-crystal X-ray diffraction (SC-XRD) analysis, providing precise geometric insights into this electronically fascinating framework.

InorganicsVol. 14(1)
University of Tsukuba (JP)
Ministry of Education, Culture, Sports, Science and Technology, Japan Society for the Promotion of Science, RIKEN, Core Research for Evolutional Science and Technology
Openalex Percentile: Top 96%
Synthesis and Properties of Aromatic Compounds
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9,10-Difluoro-9,10-disila-9,10-dihydroanthracene — Takahiro Sasamori, Mirei Kawamoto · Inorganics (2026) | TGRS Research Map | TGRS