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Novel Dioxadiazadecalin Podands and Their Heavy Metal Ion Complexes
Author(s) -
Star Alexander,
Goldberg Israel,
Fuchs Benzion
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200102)2001:4<729::aid-ejoc729>3.0.co;2-2
Subject(s) - chemistry , metal , metal ions in aqueous solution , core (optical fiber) , ion , stereochemistry , coordination complex , crystallography , combinatorial chemistry , organic chemistry , materials science , composite material
We present new approaches to podands based on the recently introduced 1,5‐dioxa‐3,7‐diazadecalin (DODAD) core, with functionalized termini in the 2,6‐ and/or 3,7‐positions. Two such podands ( 12 , 14 ) were prepared and their structures and conformations were studied by NMR. Compound 14 was also analyzed by X‐ray and computational (CFF98) techniques. Both podands underwent complexation with cadmium ions, with active participation of the dioxadiazadecalin core cavity. The Cd 2+ complexes were studied by NMR and MS techniques. Allosteric effects were observed in the complexation of 12 , whereas 14 was preorganized for complexation.