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- W2015401096 abstract "Zur Synthese der [3.3]Paracyclophan-Chinhydrone 1 und 2 wurden die 2,13-Dithia[4.4]paracyclophane 5/6 dargestellt, deren Disulfone 7/8 durch Gasphasen-Pyrolyse die diastereomeren Tetramethoxy[3.3]paracyclophane 9 und 10 ergaben. Aus 9 erhielt man durch Demethylierung und anschließende Oxidation 1, aus 10 entsprechend 2. Die von 1 und 2 abgeleiteten Dimethylether 3 und 4 wurden aus 7/8 dargestellt. Beide Isomerenpaare (1/2 und 3/4) demonstrieren die starke Abhängigkeit der Charge-Transfer-Absorption von der Donor-Acceptor-Orientierung (Abb. 1). – Die Zuordnung der Verbindungen 1–4 zur pseudoortho- bzw. pseudogeminalen Reihe wurde durch Röntgenstrukturanalysen geklärt. Molekül- und Kristallstrukturen von 4, 9 und 10 werden diskutiert. Electron Donor-Acceptor Compounds, XXXIII. Intramolecular Quinhydrones of the [3.3]Paracyclophane Series As key intermediates for the synthesis of the [3.3]paracyclophane quinhydrones 1 and 2, the 2,13-dithia[4.4]paracyclophanes 5/6 were prepared. The disulfones 7/8 derived therefrom, by vapour phase pyrolysis, yielded the diastereomeric tetramethoxy[3.3]paracyclophanes 9 and 10. From 9 1 was obtained by demethylation and subsequent oxidation, and correspondingly the pseudogeminal isomer 2 from 10. The dimethyl ethers 3 and 4, derived from 1 and 2, were prepared starting from 7/8. Both pairs of isomers (1/2 and 3/4) demonstrate the strong dependence of charge-transfer absorptions on donor-acceptor orientations (Fig. 1). – The assignment of compounds 1--4 to the pseudoortho and pseudogeminal series, resp., was confirmed by X-ray structure analysis. Molecular and crystal structures of 4, 9, and 10 are discussed." @default.
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- W2015401096 date "1983-12-01" @default.
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- W2015401096 title "Elektron‐Donor‐Acceptor‐Verbindungen, XXXIII. Intramolekulare Chinhydrone der [3.3]Paracyclophan‐Reihe" @default.
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- W2015401096 doi "https://doi.org/10.1002/cber.19831161206" @default.
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