Abstract
Ring flips of cyclic C 9H 7X allenes over triplet carbenes are compared and contrasted for X = H, F, Cl and Br. Three series of conjugated non-planar allenes including 4-, 5-, and 6-X-1,2,4,6,8-cyclononapentaenes, turn into their mirror images; through their corresponding triplet planar conjugated carbenic transition states: 3-, 4-, and 5-X-2,4,6,8-cyclononatetraenylidenes, at ab initio and DFT levels of theory. The halogens are deliberately chosen not to be directly attached to the allenic motif. For all three series, the relative ease of racemizations is proportional to the electro-negativity of the employed halogen: F > Cl > Br. All the optimized transition states appear planar, electrophilic, and achiral.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: 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.