Synthesis and reactivity of functionalized bridged m-xylylenedioxycalix[6]arenes.
The synthesis of A,D-m-xylylene-bridged calix[6]arenes 1-8 functionalized at position 5 of the spacer arm is described. The cone conformation of the new bridged calix[6]arenes has been established by (1)H and (13)C NMR. The X-ray structure of compound 6 confirmed the cone conformation also in the solid state. Compounds 9 and 10, which are branched-like structures, were obtained by reductive amination of 5-amino-A,D-m-xylylene-bridged-B,C,E,F-tetra-O-ethylcalix[6]arene 7 with diformyl calix[4]arene and CTV derivatives 22 and 24, respectively.
Galán
Hitos
H
Departamento de Química Orgánica Universidad Autónoma de Madrid, Cantoblanco, E-28049 Madrid, Spain.
Fragoso
Alex
A
de Mendoza
Javier
J
Prados
Pilar
P
D047250:Calixarenes / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D008968:Molecular Conformation; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014992:Xylenes / Q000138:chemical synthesis* / Q000737:chemistry
D010636:Phenols; D014992:Xylenes; C476540:calix(6)arene; D047250:Calixarenes