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Phenanthroline‐ and Terpyridine‐Substituted Tetralactam Macrocycles: A Facile Route to Rigid Di‐ and Trivalent Receptors and Interlocked Molecules
Author(s) -
Dzyuba Egor V.,
Baytekin Bilge,
Sattler Dominik,
Schalley Christoph A.
Publication year - 2012
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/ejoc.201101231
Subject(s) - chemistry , lability , valency , molecule , metal , terpyridine , ligand (biochemistry) , polymer chemistry , phenanthroline , divalent , divalent metal , stereochemistry , crystallography , combinatorial chemistry , receptor , organic chemistry , philosophy , linguistics , biochemistry
Bromo‐substituted Hunter/Vögtle‐type tetralactam macrocycles (TLMs) represent key intermediates for the attachment of terpyridyl and phenanthroline metal binding sites through cross‐coupling reactions. From these monovalent precursors, metal complexes can easily be obtained that present the macrocycles in a multivalent fashion. Depending on the nature of the metal ion, the properties of the complexes can be tuned with respect to valency (e.g., phen‐TLM + Cu I : divalent, phen‐TLM + Fe II : trivalent) and lability against TLM ligand exchange (e.g., Cu I : slow, but reversible exchange, Ru II Cl 2 : kinetically inert).