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Synthesis of BINOL-containing oxacalix[4]arenes

✍ Scribed by Calogero Capici; Giuseppe Gattuso; Anna Notti; Melchiorre F. Parisi; Giuseppe Bruno; Francesco Nicolò; Sebastiano Pappalardo

Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
428 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis

Unprecedented chiral oxacalixarenes were obtained from the reaction of (±)-1,1 0 -binaphthyl-2,2 0 -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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