Unknown

Dataset Information

0

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 subunits in the dimeric form strongly communicate with each other as revealed by a large comproportionation constant and observation of an IV-CT band for the thermodynamically stable mixed-valence state.

SUBMITTER: Zhang F 

PROVIDER: S-EPMC8597050 | biostudies-literature |

REPOSITORIES: biostudies-literature

Similar Datasets

| S-EPMC6020752 | biostudies-literature
| S-EPMC5309697 | biostudies-literature
| S-EPMC7456091 | biostudies-literature
| S-EPMC9305948 | biostudies-literature
| S-EPMC5420310 | biostudies-literature
| S-EPMC9082453 | biostudies-literature
| S-EPMC8159364 | biostudies-literature
| S-EPMC8525630 | biostudies-literature
| S-EPMC6403781 | biostudies-literature
| S-EPMC7238042 | biostudies-literature