Cyclic tris-[5]helicenes with single and triple twisted Mobius topologies and Mobius aromaticity.

ABSTRACT: A number of singly (180°) twisted, largely single-stranded and thus conformationally rather fragile, Möbius molecules have been synthesized within the last 15 years, which are aromatic with 4n electrons, thus violating the Hückel rule. Annulenes with significantly higher twist (e.g. 540°) that retain a full cyclic conjugation path have been elusive, mainly because of the high strain and loss of orbital overlap. Recently, a topological strategy was devised to project the "twist" into "writhe", thus reducing the strain. However, orbital overlap was still severely reduced within the flexible building blocks. We now present a single and a triple twisted annulene with fully conjugated peripheries. They are unique in their pronounced band shape and conformational robustness as they

SUBMITTER: Naulet G 

PROVIDER: S-EPMC6335628 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature