New Chiral Macrocyclic Di-imines Containing Tetrapyrrole and Tripyrrane Subunits

Abstract

There were five cyclic expanded porphyrinogen-like di-imines, 3a,b, 5a,b and 10a synthesized from tri- and tetrapyrrolic dialdehydes 1, 4 and 9 and (R)-(+)- and (S)-(-)-1,1"-binaphthyl-2,2"-diamine 2a and 2b, respectively. In these nonaromatic macrocycles the chiral atropisomeric 1,1"-binaphthyl substructure is part of the ring system.

Key words

macrocycles - Schiff bases - imines - cyclization - chirality

References

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Forcefield investigations were performed by using SYBYL force field by Tripos, Inc., implemented in PC Spartan Program,Wavefunction, Inc.