Vilsmeier–Haack Type Formylation on 6-Aryl-1,4-dithiafulvenes and Syntheses of Novel Extended Tetrathiafulvalene Donors
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- Yohji Misaki
- Department of Applied Chemistry, Graduate School of Science and Engineering, Ehime University
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- Atsushi Fujioka
- Department of Applied Chemistry, Graduate School of Science and Engineering, Ehime University
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- Takashi Kubo
- Department of Applied Chemistry, Graduate School of Science and Engineering, Ehime University
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- Miho Watanabe
- Department of Applied Chemistry, Graduate School of Science and Engineering, Ehime University
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- Masafumi Ueda
- Department of Applied Chemistry, Graduate School of Science and Engineering, Ehime University
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- Hisakazu Miyamoto
- Department of Applied Chemistry, Graduate School of Science and Engineering, Ehime University
Description
The Vilsmeier–Haack type formylations on various 6-aryl-1,4-dithiafulvenes were examined. The furyl derivatives on treatment with an excess of POCl3 in DMF at room temperature mainly afforded dialdehydes substituted at the 6-position and the furan ring, while the thienyl derivatives and the phenyl derivatives mainly gave monoformylated derivatives substituted at the 6-position. The obtained mono- and dialdehydes were converted into monoaryl-substituted 2,2′-ethanediylidene-bis(1,3-dithiole) derivatives and heteroaromatic ring-inserted [3]dendralene derivatives with triple 1,3-dithiol-2-ylidenes and their TTF-fused analogues. Electrochemical properties of the new π-electron donors were also investigated by cyclic voltammetry.
Journal
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- Synthesis
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Synthesis 48 (06), 845-854, 2016-01-11
Georg Thieme Verlag KG
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Details 詳細情報について
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- CRID
- 1360285708753650432
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- ISSN
- 1437210X
- 00397881
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- Article Type
- journal article
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- Data Source
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- Crossref
- KAKEN
- OpenAIRE
