Organic Letters p. 3453 - 3456 (2000)
Update date:2022-08-05
Topics:
McGarvey, Glenn J.
Stepanian, Marshall W.
Bressette, Andrew R.
Sabat, Michal
A new class of nonmacrocyclic metal ion hosts has been examined that features a polyspirocyclic framework that offers a 1,3,5-triaxial presentation of ligating centers. These compounds are easily synthesized and exploit stereoelectronic influences to preorganize the metal ion binding site. While compounds bearing oxygen substituents (X = OH, OMe) failed to show appreciable binding of alkali metals, the aminated host (X = NHBn) exhibitied strong binding with association constants (Ka) greater than 107-108 as measured by picrate extraction analysis.
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