Regiospecific synthesis of tetrasubstituted phthalocyanines and their liquid crystalline order

摘要: Metal-free and metal(II) all-endo-tetraalkoxy-phthalocyanines of C4h symmetry are synthesised regiospecifically from 3-(2-butyloctyloxy)phthalonitrile with lithium octanolate subsequent metal ion exchange. The voluminous, yet not overly large, racemically disordered alkoxy substituent only renders the cyclotetramerisation regiospecific, but also leads to liquid crystalline self-assembly attainable clearing temperatures persisting columnar organisation at room temperature. A rare hexagonal mesophase twelve columns per unit cell is found in metal-free homologue, whereas complexes show rectangular mesophases. temperature increases increasing axial component coordination sphere. At low temperature, significant antiferromagnetic exchange between magnetic centres observed for CoII magnetically independent CuII derivative, line higher case that testifies stronger interdisk interactions.