A fluorescente bicyclic Calix[4] Arene-Oxacyclophane with planar chirality: Resolution, chiroptical, properties, and absolute configuration.

Prata, José Virgílio; Costa, Alexandra; Pescitelli, Gennaro; Teixeira, Carlos M.

http://hdl.handle.net/10400.21/4920

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Abstract(s)

A 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.

Keywords

Ray Molecular-Structures Calixarenes

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http://hdl.handle.net/10400.21/4920

Citation

PRATA, José Virgílio Coelho; [et al] – A fluorescente 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), pp. 547-553