Optically active tetraazamacrocycles analogous to cyclam

I Alfonso, C Astorga, F Rebolledo, V Gotor

Index: Alfonso, Ignacio; Astorga, Covadonga; Rebolledo, Francisca; Gotor, Vicente Tetrahedron Asymmetry, 1999 , vol. 10, # 13 p. 2515 - 2522

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Citation Number: 22

Abstract

The syntheses of enantiopure tetraazamacrocycles analogous to cyclam,(S, S)-3,(R, R)-3 and (S, S, S, S)-4, have been carried out. NMR and semiempirical studies of 3 have revealed that this compound presents a rigid conformation with C2 symmetry, which is stabilized by intramolecular bifurcated hydrogen bonds. Structural studies for macrocycle 4 have shown that the presence of two cyclohexane rings of (S, S) configuration leads to the ...