Photocycloaddition of chalcones to yield cyclobutyl ditopic cyclophanes |
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| Authors: | Francesca R CibinNicoletta Di Bello Giancarlo Doddi Vincenzo Fares Paolo Mencarelli Elio Ullucci |
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| Affiliation: | a Dipartimento di Chimica e CNR IMC-Sez. Meccanismi di Reazione, Università di Roma ‘La Sapienza’, P.le Aldo Moro 5, 00185 Roma, Italy
b Istituto di Cristallografia, Sez. di Monterotondo, Area della Ricerca Roma1 del CNR, Via Salaria Km 29,300, CP 10, 00016 Monterotondo Stazione, Italy |
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| Abstract: | The intramolecular photocycloaddition of chalcones to give cyclobutanes has proved to be a fast and convenient method to shrink a cyclophane ring to a tricyclic system, in order to prepare potential ditopic receptors. X-Ray results confirm the previously indicated structure for the cyclobutanes 2a (n=1, m=1), in which the cyclization occurs by a head-to-head syn ring closure. NMR results indicate that the same process occurs for the cyclobutanes 2b (n=2, m=2) and 2c (n=1, m=3). |
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| Keywords: | cyclophanes enones chalcones carbocycles cycloaddition photochemistry photocyclization |
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