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


Autoria(s): Prata, José Virgílio Coelho; Costa, Alexandra Isabel Paulo; Pescitelli, Gennaro; Teixeira, Carlos M.
Data(s)

24/08/2015

24/08/2015

15/04/2014

Resumo

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.

Identificador

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

0957-4166

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

10.1016/j.tetasy.2014.02.012

Idioma(s)

eng

Publicador

Pergamon-Elsevier Science LTD

Relação

http://www.sciencedirect.com/science/article/pii/S0957416614000925#

Direitos

closedAccess

Palavras-Chave #Ray Molecular-Structures #Calixarenes
Tipo

article