Prata, José V.Costa, Alexandra I.Pescitelli, GennaroTeixeira, Carlos M.2014-06-252014-06-252014-04-15PRATA, José V.; COSTA, Alexandra I.; PESCITELLI, Gennaro, TEIXEIRA, Carlos M. - A fluorescent bicyclic calix[4]arene-oxacyclophane with planar chirality: resolution, chiroptical properties, and absolute configuration. Tetrahedron: Asymmetry. ISSN 0957-4166. Vol. 25, nr. 6-7 (2014), p. 547-553.0957-416610.1016/j.tetasy.2014.02.012http://hdl.handle.net/10400.21/3675A new inherently chiral calix[4]arene ICC 1 has been disclosed. The dissymmetry of 1 is generated from a chirality plane in the quinol moiety of a 1,3-bridged bicyclic calix[4]arene. ICC 1 has been resolved by enantioselective HPLC, and the chiroptical properties of both isolated antipodes (pS)-1 and (pR)-1 confirm their enantiomeric nature. The absolute configuration of the (pS)-1/(pR)-1 enantiomeric pair was established through time-dependent density functional theory (TDDFT) calculations of electronic circular dichroism (CD) spectra. (C) 2014 Elsevier Ltd. All rights reserved.engRay Molecular-StructuresCalixarenesjournal article