View source for Cyclotriveratrylene

'''Cyclotriveratrylene''' ('''CTV''') is a [[macrocycle]] and used in [[host-guest chemistry]] as a molecular host <ref>{{cite DOI|10.1039/b821019p}}</ref>. The compound can be synthesised from [[veratrole alcohol]] by addition of a suitable acid which can be [[perchloric acid]] in methanol or [[formic acid]] or [[sulfuric acid]] in [[acetic acid]]. 

:[[File:Cyclotriveratrylene synthesis.svg|Cyclotriveratrylene synthesis]]


An alternative is synthesis from [[veratrole]] and [[formaldehyde]].

The [[ether]] groups are situated at the upper rim. CTV has a bowl shaped conformation just like a [[crown ether]]. The compound is related to [[calixarene]]s. 

CTV derivates are known to bind [[fullerene]]s and the use of CTV's in the separation of mixtures of fullerenes has been demonstrated. They have also been used in the solubilizing and immobilizing of fullerene compounds. CTV derivatives are also known to form [[liquid crystal]]s and they are used as structural units for polymer networks (gels) and polymers. With suitable metal complexes CTV's can form metallo-supramolecular oligomers or polymers. 

When two CTV units are connected though [[molecular spacer]]s a molecular box is formed called a [[cryptophane]]. Cryptophanes are of interest in [[molecular encapsulation]].

==History==
CTV was first synthesised by Gertrude Robinson (the first wife of [[Sir Robert Robinson]]) in 1915 <ref>{{cite DOI| 10.1039/CT9150700267}}</ref> but misdiagnosed as the dimer. In 1965 Lindsey <ref>{{cite DOI|10.1039/JR9650001685}}</ref> identified the correct structure and coined cyclotriveratrylene as the name for the compound <ref> ''Supramolecular Chemistry'' Jonathan W. Steed, Jerry L. Atwood</ref>.

==References==
{{Reflist}}


[[Category:Macrocycles]]
[[Category:aromatic hydrocarbons]]
[[Category:ethers]]
[[Category:2Fix]]