Phys.org October 31, 204
One hundred years ago, Julius Bredt published an observation that certain molecules that constrained several adjacent carbon centers in a particular nonplanar arrangement could not form double bonds between them. These hypothetical double bonds became known as “anti-Bredt” olefins, and the doctrine that they were inaccessible remains widespread even with the occasional hint to the contrary. Researchers at UCLA reported a general strategy to prepare these olefins as fleeting intermediates that could be captured in cycloaddition reactions. The protocol relies on the driving force of silicon-fluorine bond formation from a precursor, which is akin to approaches used to access strained aromatics… read more. Open Access TECHNICAL ARTICLE
Bredt’s rule (1924) and anti-Bredt olefins generated in this study. Credit: Science, Vol 386, Issue 6721, 1 Nov 2024