Synthesis of BINOL-containing oxacalix[4]arenes

Calogero Capici,Giuseppe Gattuso,Anna Notti,Melchiorre F Parisi,Giuseppe Bruno,Francesco Nicolò,Sebastiano Pappalardo

doi:10.1016/j.tetlet.2011.01.061

Synthesis of BINOL-containing oxacalix[4]arenes

Calogero Capici, Giuseppe Gattuso + Show 5 more

https://doi.org/10.1016/j.tetlet.2011.01.061

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Journal: Tetrahedron Letters	Publication Date: Jan 20, 2011
Citations: 15

Affiliation: University of Messina, University of Catania

#Binaphthyl-2,2′-diol #1D NMR Spectroscopy + Show 6 more

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Abstract

Unprecedented chiral oxacalixarenes were obtained from the reaction of (±)-1,1′-binaphthyl-2,2′-diol (BINOL) with 1,5-difluoro-2,4-dinitrobenzene. Structural elucidation of C 2h-symmetric meso ( R, S)-oxacalix[4]arene and D 2-symmetric racemic (as well as enantiopure) ( R, R)- and ( S, S)-oxacalix[4]arene was carried out by means of 1D and 2D NMR spectroscopy, ESI-MS, X-ray diffractometry, and circular dichroism spectroscopy.

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