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Metallomacrocycles That Incorporate Cofacially Aligned Diimide Units
Author(s) -
Khoshbin Meisa S.,
Ovchinnikov Maxim V.,
Salaita Khalid S.,
Mirkin Chad A.,
Stern Charlotte L.,
Zakharov Lev N.,
Rheingold Arnold L.
Publication year - 2006
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200600205
Subject(s) - diimide , thioether , chemistry , norbornadiene , cationic polymerization , crystallography , supramolecular chemistry , ligand (biochemistry) , photochemistry , polymer chemistry , stereochemistry , crystal structure , molecule , organic chemistry , perylene , catalysis , biochemistry , receptor
Pyromellitic diimide and naphthalene diimide moieties were incorporated into hemilabile phosphanylalkyl thioether ligands. These ligands reacted with [Cu(CH 3 CN) 4 ]PF 6 and [Rh(NBD)Cl] 2 (NBD=norbornadiene) by the weak‐link approach to form condensed intermediates. Upon reaction of each diimide ligand with these transition‐metal precursors, the two diimide units became cofacially aligned within a supramolecular macrocyclic architecture. The introduction of ancillary ligands to each of these condensed intermediates caused the weak thioether–metal bonds to break, thus generating a large macrocycle in which the distance between diimide units is significantly larger than for the condensed intermediates. The two Rh I cationic condensed intermediates were characterized by single‐crystal X‐ray diffraction studies, and the electrochemical activity of these macrocycles was demonstrated with the naphthalene diimide–Cu I macrocycles.