ISSN:
0009-2940
Keywords:
Diamine
;
Host-guest chemistry
;
Macrocycle
;
Supramolecular chemistry
;
Receptor molecule, synthetic
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Tailor-Made Host for Piperazine and Related AminesThe 38-membered bis-catechol 4b is obtained by cyclisation of the diacyl dichloride 3c with the diamine 2b in 45% yield, whereas a 68-membered octalactam 7 is formed under similar conditions from 5 and 1b. Bis-catechol 4b is a selective host compound for piperazine (8) and the structurally related diamine 9. Association constants for the 1:1 complexes have been measured by 1H-NMR titration experiments. A nucleobase guest (pterine, 24) was extracted into a hydrochloric acid phase by complex formation with the host 4b. The results are compared with solubility and transport experiments obtained by use of analogous macrobicyclic tris-catechol hosts.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260421
