From Hexa-peri-hexabenzocoronene to "Superacenes"

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 15, 1997, Pages 1604-1607

  Iyer, Vivekanantan S ^a   Wehmeier, Mike ^a   Brand, J Diedrich ^a   Keegstra, Menno A ^a   Müllen, Klaus ^a  

^a MAX PLANCK INSTITUTE FOR POLYMER RESEARCH   (Germany)

Author keywords

Arenes; Cycloadditions; Cyclodehydrogenations; Diels Alder reactions; Superacenes

Indexed keywords

EID: 0030801921     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199716041     Document Type: Article

References (24)

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5. The name "superbenzene" has been associated with 1 [5a] and "kekulene" [5b] in terms of possible enhanced aromaticity. We use this term simply to outline our synthetic design of the large PAHs.
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15. Our improved synthesis of 1,3-diarylacetones, which gives consistent yields, is based on the following: Y. Kimura, Y. Tomito, S. Nakanishi, Y. Otsuji, Chem. Lett. 1979, 321-322; H. des Abbayes, J. Clement, P. Laurent, G. Tanguy, N. Thilmont, Organometallics 1988, 7, 2293-2299.
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21. We thank Dipl.-Chem. M. Müller for conducting the experiments and Prof. K. Seddon for his hospitality and providing us with 1-ethyl-3-methylimidazolium tetrachloroaluminate, the ionic liquid used in these experiments.
22. Experiments conducted by Prof. N. Karl, Universität Stuttgart (Germany).
23. 13C NMR chemica shifts given in Table 1 were obtained above the coalescence temperatures of these compounds.
24. 4]o-dichlorobenzene.