The intramolecular photocycloaddition of chalcones to give cyclobutanes has proven to be a fast and simple method to shrink a cyclophane ring to a tricyclic system, in order to prepare potential ditopic receptors. In particular, the chalcone 1, having dioxyethylene chains as spacers, is converted in high yield to the cyclobutane 2. NOESY spectroscopy indicates that the formation of 2 occurs by a head-to-head syn ring closure. (C) 2003 Elsevier Science Ltd. All rights reserved.

Synthesis of a ditopic cyclophane based on the cyclobutane ring by chalcone photocycloaddition / Francesca R., Cibin; Doddi, Giancarlo; Mencarelli, Paolo. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 59:19(2003), pp. 3455-3459. [10.1016/s0040-4020(03)00475-7]

Synthesis of a ditopic cyclophane based on the cyclobutane ring by chalcone photocycloaddition

DODDI, Giancarlo;MENCARELLI, Paolo
2003

Abstract

The intramolecular photocycloaddition of chalcones to give cyclobutanes has proven to be a fast and simple method to shrink a cyclophane ring to a tricyclic system, in order to prepare potential ditopic receptors. In particular, the chalcone 1, having dioxyethylene chains as spacers, is converted in high yield to the cyclobutane 2. NOESY spectroscopy indicates that the formation of 2 occurs by a head-to-head syn ring closure. (C) 2003 Elsevier Science Ltd. All rights reserved.
2003
carbocycles; cycloaddition; cyclophanes; enones; photochemistry
01 Pubblicazione su rivista::01a Articolo in rivista
Synthesis of a ditopic cyclophane based on the cyclobutane ring by chalcone photocycloaddition / Francesca R., Cibin; Doddi, Giancarlo; Mencarelli, Paolo. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 59:19(2003), pp. 3455-3459. [10.1016/s0040-4020(03)00475-7]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/254496
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