Saglam, M.F.Fallon, T.Paddon-Row, M.N.Sherburn, M.S.2021-11-222021-11-222016Journal of the American Chemical Society, 2016; 138(3):1022-10320002-78631520-5126https://hdl.handle.net/2440/133327The [n]dendralenes are a family of acyclic hydrocarbons which, by virtue of their ability to rapidly generate structural complexity, have attracted significant recent synthetic attention. [3]Dendralene through [8]dendralene have been previously prepared but no higher member of the family has been reported to date. Here, we describe the first chemical syntheses of the "higher" dendralenes, [9]dendralene through [12]dendralene. We also report a detailed investigation into the spectroscopic properties and chemical reactivity of the complete family of fundamental hydrocarbons, [3]dendralene to [12]dendralene. These studies reveal the first case of diminishing alternation in behavior in a series of related structures. We also report a comprehensive series of computational studies, which trace this dampening oscillatory effect in both spectroscopic measurements and chemical reactivity to conformational preferences.en© 2015 American Chemical SocietyAlkenesAlkenesMolecular ConformationCycloaddition ReactionJournal article10.1021/jacs.5b118892021-11-22580835Fallon, T. [0000-0002-6495-5282]