Ph. D. research topic of Franz-Manfred Schüngelat the Universität GöttingenAugust 1996 - December 1999 |
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Acepentalene (C10H6) is a highly strained, antiaromatic hydrocarbon. Although the idea of synthesizing it by intro- ducing two additional double bonds into the triquinacene (C10H10) molecule was already published in the 60's by Woodward along with his triquinacene synthesis,[1] it consistently slipped through the hands of more[2] or less[3] skilled chemists like a wet soap in the shower. After more than 30 years at least the existence of acepentalene could be proven,[4] but a (matrix) isolation of the compound is still elusive.[5] My results on the topic were somewhat diminished by the fact that I did not work on the field of expensive useless polymers. | |||||
Literature and remarks: | |||||
[1] R. B. Woodward, T. Fukunaga, R. C. Kelly, J. Am.
Chem. Soc. 1964, 86, 3162.
[2] I will not give any names here. [3] And here even less! [4] R. Haag, D. Schröder, T. Zywietz, H. Jiao, H. Schwarz, P. v. R. Schleyer, A. de Meijere, Angew. Chem. 1996, 108, 1413; Angew. Chem. Int. Ed. Engl. 1996, 35, 1317. [5] Elusive means: No literature yet! |
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If you are interested in the topic check my publications: | |||||
R. Haag, F.-M. Schüngel, B. Ohlhorst, T. Lendvai, H. Butenschön,
T. Clark, M. Noltemeyer, T. Haumann,
R. Boese, A. de Meijere, Chem. Eur. J. 1998, 4, 1192-1200. A. de Meijere, R. Haag, F.-M. Schüngel, S. I. Kozhushkov, I. Emme, Pure Appl. Chem. 1999, 71, 253-264. A. de Meijere, F. Gerson, P. Merstetter, P. R. Schreiner, F.-M. Schüngel, J. Chem. Soc. Chem. Commun. 1999, 2189-2190. |
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(c) 1999 by Franz-Manfred Schüngel |