Macrocyclic Ligands - Web del Profesor
Macrocyclic Ligands - Web del Profesor
Macrocyclic Ligands - Web del Profesor
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4 MACROCYCLIC LIGANDS<br />
N<br />
N<br />
2.3.4 Catenands<br />
Me<br />
N OH N<br />
N<br />
OH<br />
Me<br />
(16)<br />
O<br />
O O<br />
O<br />
O<br />
O<br />
O O<br />
O<br />
O<br />
(17)<br />
Catenands (17) are interlocked macrocyclic ligands, which<br />
complex a variety of metal ions. 29<br />
2.4 Polyoxa Macrocycles<br />
Polyoxa macrocycles, known more commonly as the crown<br />
ethers, comprise an extensive area of research, with a repertoire<br />
of types and variations. 30 Some of these macrocycles have<br />
been utilized predominantly for purposes other than metal ion<br />
complexation, and these will not be discussed in depth in this<br />
review. Included in this latter category are the polycarbonyls, 31<br />
polylactones, 32 polylactams 33 and carcerands. 34<br />
2.4.1 Polyether Macrocycles<br />
Polyether macrocycles (18) are the simplest of the polyoxa<br />
macrocycles. The commonly used name for these macrocycles<br />
is the crown ethers, due to their crown-like structure in the<br />
solid state. These molecules have been extensively studied<br />
N<br />
O<br />
O<br />
N<br />
N<br />
O<br />
O<br />
O<br />
O<br />
(18)<br />
as complexing agents for the alkali and alkaline earth metal<br />
ions. 30<br />
2.4.2 Lariat Ethers<br />
The lariat ethers comprise a subset of the polyether<br />
macrocycles, and are identified by their pendant chains. 35<br />
They can be categorized as either N-pivot (19) orC-pivot<br />
(20), depending on which type of atom the chain is attached.<br />
As for their polyether parents, much of the focus on these<br />
macrocycles has been on complexation of alkali and alkaline<br />
earth metal ions.<br />
O<br />
O<br />
O<br />
O<br />
(19)<br />
N<br />
O<br />
2.4.3 Spherands and Hemispherands<br />
O<br />
O<br />
O<br />
O<br />
O<br />
O<br />
(20)<br />
O<br />
O<br />
MeO<br />
These consist of an arrangement of phenyl groups which<br />
provide a preorganized cavity for complexation, 36 e.g. (21)<br />
and (22).<br />
Me Me<br />
Me<br />
Me<br />
OMe<br />
OMe MeO<br />
OMe MeO<br />
OMe<br />
Me<br />
(21)<br />
Me