- A convenient synthesis of tetrabenzo[de,hi,mn, qr]naphthacene from readily available 1,2-di(phenanthren-4-yl)ethyne
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(Chemical Equation Presented) We report here a convenient synthesis of tetrabenzo[de,hi, mn,qr]naphthacenes from 1,2-di(phenanthren-4-yl)ethynes through initial Br?nsted acid-catalyzed hydroarylation, followed by FeCl3-oxidative coupling reacti
- Mukherjee, Anupam,Pati, Kamalkishore,Liu, Rai-Shung
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- High Temperature Synthesis towards Bowl-Shaped Subunits of Fullerenes - III. From 4,4'-Bi-4H-cyclopentaphenanthrenylidene towards Circulene
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Diindenopicene (8) and dibenzofluorenonaphthacene (9) have been synthesized by thermal and catalytic dehydrocyclization, respectively.
- Hagen, Stefan,Nuechter, Uta,Nuechter, Matthias,Zimmermann, Gerhard
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- Contorted tetrabenzoacenes of varied conjugation: Charge transport study with single-crystal field-effect transistors
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A series of contorted and polyfused aromatic tetrabenzoacene derivatives differing in conjugation length were synthesized and characterized. X-ray diffraction revealed the contorted molecular shape, as well as the packing arrangement of these molecules. Thus unsubstituted tetrabenzoacenes showed a shifted or perfect face-to-face π-stacking depending on their conjugation length. The single crystals of these tetrabenzoacenes were used as conducting channels in fabricating field-effect transistors (SCFETs). Tetrabenzotetracene (TBT) exhibited the highest measured mobility, approaching 0.81 cm2 V-1 s-1 (average 0.64 cm2 V-1 s-1) among these molecules. In contrast, theoretical calculation showed that the tetrabenzooctacene (TBO) crystal has large-area, face-to-face π-packing, with the highest intermolecular coupling in the series. The lower charge mobility (average 0.32 cm2 V-1 s-1, highest 0.55 cm2 V-1 s-1) observed was rationalized as a result of possible involvement of delocalized polaron formation due to comparable electronic coupling and reorganization energy in TBO, as supported by the Monte Carlo simulation with this delocalized effect taken into account.
- Huang, Ding-Chi,Kuo, Chi-Hsien,Ho, Man-Tzu,Lin, Bo-Chao,Peng, Wei-Tao,Chao, Ito,Hsu, Chao-Ping,Tao, Yu-Tai
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supporting information
p. 7935 - 7943
(2017/08/17)
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- 9,24>METACYCLOPHANE-9-ENE, A "TWIN CYCLOPHANE", AND ITS DEHYDROGENATION PRODUCTS - SYNTHESIS, STRUCTURE DETERMINATION AND 1H-NMR-SPECTROSCOPY
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The synthesis of 9,24>metacyclophane-9-ene and of its dehydrogenation products, the new pyrenocyclophanes 8, 10, 11, and 12, is described; their structures are discussed in connection with their (1)H-NMR-spectra.
- Gruetzmacher, Hans-Fr,Husemann, Wolfram
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p. 2431 - 2434
(2007/10/02)
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