Metallomesogens based on chiral phthalocyanines

View of two types of phthalocyanine forming planar complexes (left) with small divalent ions and (right) with out-of-plane complexes with larger ions. 

We will present here some of the principal work that has led to the preparation and isolation of enantiopure phthalocyanines, as well as some of their properties. Nolte reported the formation of an optically active chiral Dh mesophase for octa((5j-3,7-dimethyloctoxy)Pc (6.37). The configuration of the stack of substituted phthalocyanines is a right-handed helix. 

Long chains substitute phthalocyanines to form columnar phases. 

CD study in THF solution shows Cotton effects at 700 and 370 nm in addition to the intense effects corresponding to the binaphthyl substituents. These effects, positive for the [(/ ) or (M)]-binaphthyl and negative for the [(5) or (P)]-ligand, arise from the Q (700 nm) and Soret (370 nm) bands of the conjugated system of the phthalocyanine. These electronic transitions are characteristic of the achiral planar chromophore of 

View of a phthalocyanine core surrounded by (M)-substituted helicenes (6.38). 

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