Synthesis, Stereochemical and Photophysical Properties of Functionalized Thiahelicenes

نویسندگان

چکیده

We report on the synthesis of a novel class functionalized thia[6]helicenes and thia[5]helicene, containing benzothiophene unit second heteroatom embedded in helix (i.e., nitrogen oxygen) or pyrene spirobifluorene moiety. These systems are obtained through straightforward general procedures that involve: (i) palladium-catalyzed annulation iodo-atropoisomers with internal alkynes (ii) Suzuki coupling phenyl boronic acid followed by Mallory-type reaction. Both experimental theoretical studies configurational stability some selected confirmed their toward racemization at room temperature, while pyrene-based thia[5]helicene was found to be unstable. Moreover, configuration assignment for one representative thiahelicene established comparison between circular dichroism (CD) spectra. A systematic study photophysical properties both thiahelicenes corresponding atropoisomers has been carried out provide complete overview new molecules proposed this work. The data showed regular trends all series spectroscopic traits line those previously observed similar heterohelicenes.

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ژورنال

عنوان ژورنال: Catalysts

سال: 2022

ISSN: ['2073-4344']

DOI: https://doi.org/10.3390/catal12040366