First chiral bornane[2,3-b]pyrazino-fused [30]trithiadodecaazahexaphyrins were prepared by a crossover condensation of R-(+)- or S-(–)-bornane[2′,3′-b]-2,3-dicyanopyrazine and 2,5-diamino-1,3,4-thiadiazole using two different methods. R-(+)- and S-(–)-enantiomers were characterized by their optical rotations and circular dichroism spectra, showing a mirror image relationship with respect to [θ] = 0. Regioisomers with C1 and C3 symmetry of R-(+)-[30]trithiadodecaazahexaphyrin have been separated using HPLC CHIRALPACK IC analytical column, allowing their unambiguous identification and characterization.
A new hexa (4-tert-butylphenoxy) substitutedtrithiadodecaaza [30]hexaphyrin was obtained by reaction of 4,5-bis(4-tert-butylphenoxy) phthalonitrile and 2,5-diamino-1,3,4-thiadiazole
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