Aza-crown ether

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The structure of [Co(III)(CH2CH2NH)6]3+.[1] Color code: blue = N, gray = C, black = C, white = H.

In

triazacyclononane (n = 3), cyclen (n = 4),[4] and hexaaza-18-crown-6 (n = 6).[5]

Synthesis

The synthesis of aza crown ethers are subject to the challenges associated with the preparation of

macrocyclizations
.

Variants

Many kinds of aza crown ethers exist.

Variable length linkers

Aza crowns often feature trimethylene ((CH2)3) as well as ethylene ((CH2)2) linkages. One example is cyclam (1,4,8,11-tetraazacyclotetradecane).

Tertiary amines

In many aza-crown ethers some or all of the amines are tertiary. One example is the tri(

trimethyltriazacyclononane. Cryptands
, three-dimensional aza crowns, feature tertiary amines.

Mixed ether-amine ligands

Another large class of macrocyclic ligands feature both ether and amines..[8] One example is the diaza-18-crown-6, [(CH2CH2O)2(CH2CH2NH)]2.[9]

Lariate crowns

The presence of the amine allows the formation of

Lariat crown ethers, which feature sidearms that augment complexation of cation.[10]

References