Transannular interactions insyn- andanti- [2.2](1,4) napthalenophanes andsyn- andanti- [2.2](1,4) anthracenophanes |
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Authors: | Antoni K Wisor Piotr Kus Leszek Czuchajowski |
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Institution: | 1. Department of Organic Chemistry, Silesian University, PL-40006, Katowice, Poland 2. Department of Chemistry, Kanasas State University, 66506, Manhattan, KS, USA
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Abstract: | The UV spectra of the title compounds were interpreted as a result ofPPP-CI-1 calculations of excitation energies and oscillator strengths for the singlet—singlet transitions. A good agreement of the theoretical transitions with the experimental spectrum was found. A strong transannular effect was characteristic for thesyn isomers, the effect decreased in the order:syn-ring anthracenophane,syn-ring naphtalenophane,anti-ring naphthalenophane,anti-ring anthracenophane. Also the influence of a pseudo-substituent effect was found and discussed. |
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