Abstract
AbstractPalladium‐catalyzed cyclotrimerization of corannulyne generated from 2‐trimethylsilylcorannulenyl triflate produced a C60H24 hydrocarbon that prefers a highly nonplanar “twist” conformation of C1 symmetry, as demonstrated by X‐ray crystal structure determination and HDFT calculations. Its three corannulene subunits, identical in the idealized D3h symmetry, exhibit dramatically different inversion barriers (from 8.4 to 17.3 kcal mol–1), tuned by the steric congestion inside the highly dissymmetric structure. Bowl‐to‐bowl inversion of the corannulene unit with the lowest activation barrier results in pseudorotation of the molecule and gives rise to a 1H NMR spectrum exhibiting only 12 distinct proton signals. The line‐shape analysis of selected NMR signals gave an estimation of the barrier at 8.5–8.6 kcal mol–1.
Sign-in/Register to access full text options 
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.
