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Synthesis, crystal structures and properties of carbazole-based [6]helicenes fused with an azine ring.

ABSTRACT: Novel carbazole-based [6]helicenes fused with an azine ring (pyridine, pyrazine or quinoxaline) have been prepared through a five-step synthetic sequence in good overall yields. Commercially available 2,3-dihaloazines were used as starting materials. To discern the effect of merging an azine moiety within a helical skeleton, the X-ray structures, UV-vis absorption and fluorescence spectra of the helicenes were investigated and compared to that of the parent carbazole-based [6]helicene (7H-phenanthro[3,4-c]carbazole).

SUBMITTER: Tonkoglazova DI 

PROVIDER: S-EPMC7801798 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Synthesis, crystal structures and properties of carbazole-based [6]helicenes fused with an azine ring.

Tonkoglazova Daria I DI   Gulevskaya Anna V AV   Chistyakov Konstantin A KA   Askalepova Olga I OI  

Beilstein journal of organic chemistry 20210104

Novel carbazole-based [6]helicenes fused with an azine ring (pyridine, pyrazine or quinoxaline) have been prepared through a five-step synthetic sequence in good overall yields. Commercially available 2,3-dihaloazines were used as starting materials. To discern the effect of merging an azine moiety within a helical skeleton, the X-ray structures, UV-vis absorption and fluorescence spectra of the helicenes were investigated and compared to that of the parent carbazole-based [6]helicene (7<i>H</i>  ...[more]

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