Molecular Waterwheel (Noria) from a Simple Condensation of Resorcinol and an Alkanedial | Zendy

Kudo Hiroto | Zendy; Hayashi Rieko | Zendy; Mitani Kouji | Zendy; Yokozawa Tsutomu | Zendy; Kasuga Noriko C. | Zendy; Nishikubo Tadatomi | Zendy

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Molecular Waterwheel (Noria) from a Simple Condensation of Resorcinol and an Alkanedial

Author(s) -

Kudo Hiroto,

Hayashi Rieko,

Mitani Kouji,

Yokozawa Tsutomu,

Kasuga Noriko C.,

Nishikubo Tadatomi

Publication year - 2006

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200603013

Subject(s) - surprise , resorcinol , oligomer , condensation , chemistry , yield (engineering) , organic chemistry , materials science , physics , sociology , thermodynamics , metallurgy , communication

A wheel surprise : Reaction of resorcinol and 1,5‐pentanedial in ethanol at 80 °C for 48 h in the presence of HCl surprisingly afforded a soluble cyclic oligomer in high yield (83 %) under thermodynamic control. Single‐crystal X‐ray analysis revealed a waterwheel‐like structure with a large hydrophobic hole through the center (see picture). A carboxylic ester derivative of the compound was shown to be highly selective for Rb + ions.

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