0000000000926083
AUTHOR
Gaston R. Schaller
Design and synthesis of the first triply twisted Möbius annulene.
As long as 50 years ago theoretical calculations predicted that Mobius annulenes with only one π surface and one edge would exhibit peculiar electronic properties and violate the Huckel rules. Numerous synthetic attempts notwithstanding, the first singly twisted Mobius annulene was not prepared until 2003. Here we present a general, rational strategy to synthesize triply or even more highly twisted cyclic π systems. We apply this strategy to the preparation of a triply twisted [24]dehydroannulene, the structure of which was confirmed by X-ray analysis. Our strategy is based on the topological transformation of 'twist' into 'writhe'. The advantage is twofold: the product exhibits a lower deg…
CCDC 938919: Experimental Crystal Structure Determination
Related Article: Gaston R. Schaller, Filip Topić, Kari Rissanen, Yoshio Okamoto, Jun Shen, Rainer Herges|2014|Nature Chemistry|6|608|doi:10.1038/NCHEM.1955