Lithium ion-selective binding properties of a conformationally constrainedtris(spirotetrahydrofuran) secured to an inositol orthoformate platform

Authors
Tae, J Rogers, RD Paquette, LA
Citation
J. Tae et al., Lithium ion-selective binding properties of a conformationally constrainedtris(spirotetrahydrofuran) secured to an inositol orthoformate platform, ORG LETT, 2(2), 2000, pp. 139-142
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
2
Year of publication
2000
Pages
139 - 142
Database
ISI
SICI code
1523-7060(20000127)2:2<139:LIBPOA>2.0.ZU;2-1
Abstract
[GRAPHICS] The C-3v-symmetric triaxially locked trispirotetrahydrofuran 2 binds Li+ io ns strongly and Na+ ions much less effectively. The observed discrimination factor is attributed to greater structural preorganiztion and lower solvat ion prior to selective complexation, and particularly to the formation of a 2:1 sandwich complex involving lithium. C-13 NMR studies have defined a re luctance to form a 1:1 species when excess Li+ is present.