Abstract
Two hitherto unknown conformationally rigid Hückel aromatic ethynylene-cumulene conjugated [30] heteroannulenes have been synthesized and characterized. A thorough solution-state spectroscopic characterization, combined with in-depth theoretical calculations, has been performed to arrive at the proposed geometry of the macrocycles. The most stable optimized structures for the free base form of both the macrocycles showed absolute planar geometries without any ring inversion with mean plane deviation (MPD) values of 0.00 and 0.00 Å, respectively, in accordance with the NMR spectroscopic observations. The induced correspondence of rigid ethynylene-cumulene moieties leading to near-infrared (NIR) absorption in neutral and protonated forms of macrocycles is the important highlight of this article. This noteworthy finding has been supported byDFT-level theoretical calculations. There is an increasing pursuit in designing such NIR-absorbing/-emitting systems due to their immense applications in medicine and biology for recognizing and transportation of various substrates. The geometry of the novel 30π aromatic heteroannulenes shows promise for evolution of such novel systems in near future.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
