Zinc-[7]helicenocyanine and Its Discrete π-Stacked Homochiral Dimer.

ABSTRACT: In this communication, we demonstrate a novel approach to prepare a discrete dimer of chiral phthalocyanine (Pc) by exploiting the flexible molecular geometry of helicenes, which enables structural interlocking and strong aggregation tendency of Pcs. Synthesized [7]helicene-Pc hybrid molecular structure, zinc-[7]helicenocyanine (Zn-7HPc), exclusively forms a stable dimeric pair consisting of two homochiral molecules. The dimerization constants were estimated to be as high as 8.96×10⁶  M^-1 and 3.42×10⁷  M^-1 in THF and DMSO, respectively, indicating remarkable stability of dimer. In addition, Zn-7HPc exhibited chiral self-sorting behavior, which resulted in preferential formation of a homochiral dimer also in the racemic sample. Two phthalocyanine

SUBMITTER: Zhang F 

PROVIDER: S-EPMC8597050 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature