Synthesis and characterisation of macrocyclic diamino chiral crown ethers.
A benign and efficient synthesis of chiral macrocyclic 'aza-crown' ethers of varying ring size is reported. The synthesis involves a Schiff base condensation of ether linked dialdehydes of varying chain length and (1R,2R)-(-)-1,2-diaminocyclohexane under mild conditions to yield the macrocycles, which are subsequently reduced to yield the diamino analogues.
Correa
Waldo H
WH
Centre for Green Chemistry, Monash University, P.O. Box 23, Victoria, 3800, Australia. waldo.correa@sci.monash.edu.au
Scott
Janet L
JL
D043844:Crown Ethers / Q000138:chemical synthesis* / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D008956:Models, Chemical; D015394:Molecular Structure; D013237:Stereoisomerism
D043844:Crown Ethers; D047028:Macrocyclic Compounds