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Doubly Bridged Calix[8]crowns by Geraci, Corrada; Consoli, Grazia M. L.; Piattelli, Mario; Neri, Placido is a Chemistry article available to read on EtoBox.

What is Doubly Bridged Calix[8]crowns about?

Biscrowned calix[8]arenes were obtained by alkylation of p-tert-butylcalix[8]arene or calix[8]monocrowns with triethylene glycol ditosylate, in the presence of various bases. Of the 22 possible isomers, 1,4:2,5-, 1,3:2,5-, 1,4:2,3-, 1,4:5,8-, and 1,2:3,4-calix[8]biscrown-4 (3-7) were isolated in 7-30% yields. The presence of two crown bridges in 1,3:2,5- and 1,4:2,5-biscrown-4 (4, 5) leads to a significant rigidness of the calix[8]arene macrocycle and implies inherent chirality. The increased preorganization of calix[8]biscrowns, with respect to monocrowns, leads to significant complexing abilities for alkali cations with a marked preference for Cs+ over Na+.

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Author

Geraci, Corrada; Consoli, Grazia M. L.; Piattelli, Mario; Neri, Placido

Publisher

UOCHB; Institute of Organic Chemistry & Biochemistry, Academy of Sciences of the Czech Republic; Akademie Ved Ceske Republiky; Institute of Organic Chemistry & Biochemistry (ISSN 0010-0765)

Published

2004

Language

EN

Field

Chemistry (Physical Sciences)